IP Library Granted Patent US 6,972,304
Granted Patent B2
US 6,972,304 · App. 09/949,315 · Granted Dec 6, 2005

Aqueous ink compositions

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Quick Facts
Patent No.
US 6,972,304
App. No.
09/949,315
Granted
Dec 6, 2005
Kind
B2
Abstract

Disclosed is an aqueous ink composition comprising an aqueous liquid vehicle, a colorant, and an additive wherein, when the ink has been applied to a recording substrate in an image pattern and a substantial amount of the aqueous liquid vehicle has either evaporated from the ink image, hydrogen bonds of sufficient strength exist between the additive molecules so that the additive forms hydrogen-bonded oligomers or polymers.

Claims (393)

1. An aqueous ink composition comprising an aqueous liquid vehicle, a colorant, and an additive which is a material selected from (a) those of the formula

C 1 —X—C 2

(b) those of the formula

(c) those of the formula

or (d) mixtures of two or more of (a), (b), and/or (c), wherein at least one “C” is a moiety containing a carboxylic acid group of the formulae

wherein n is an integer of from 1 to about 12 and m is an integer of from about 3 to about 12,

wherein n is an integer of from 1 to about 12, or combinations thereof, wherein each “C” is a moiety either capable of forming at least one hydrogen bond with a moiety identical to itself or capable of forming at least one hydrogen bond with another “C” moiety, each “X” is a divalent moiety, each “Y” is a trivalent moiety, and each “Z” is a tetravalent moiety, wherein, when the ink has been applied to a recording substrate in an image pattern and a substantial amount of the aqueous liquid vehicle has evaporated from the ink image, hydrogen bonds of sufficient strength exist between the “C” groups so that the additive forms hydrogen-bonded oligomers or polymers.

2. An aqueous ink composition comprising an aqueous liquid vehicle, a colorant, and an additive which is a material selected from (a) those of The formula

C 1 —X—C 2

(b) Those of the formula

(c) those of the formula

or (d) mixtures of two or more of (a), (b), and/or (c), wherein at least one “C” is a moiety containing a urea group, wherein each “C” is a moiety either capable of forming at least one hydrogen bond with a moiety identical to itself or capable of forming at least one hydrogen bond with another “C” moiety, each “X” is a divalent moiety, each “Y” is a trivalent moiety, and each “Z” is a tetravalent moiety, wherein, when the ink has been applied to a recording substrate in an image pattern and a substantial amount of the aqueous liquid vehicle has evaporated from the ink image, hydrogen bonds of sufficient strength exist between the “C” groups so that the additive forms hydrogen-bonded oligomers or polymers.

3. An ink composition according to claim 2 wherein the urea group is of the formulae

wherein, provided that at least one of R 1 , R 2 , and R 3 is a hydrogen atom, R 1 R 2 and R 3 each, independently of the others, is a hydrogen atom, an alkyl group, an aryl group, or a combination thereof, and R 4 is an alkylene group, an arylene group, an arylalkylene group, an alkylarylene group, a heterocyclic group, a silylene group, a siloxane group, a polysiloxane group, or a combination thereof.

4. An ink composition according to claim 2 wherein the urea group is of the formula

wherein n is an integer of from 0 to about 3.

5. An aqueous ink composition comprising an aqueous liquid vehicle, a colorant, and an additive which is a material selected from (a) those of the formula

C 1 —X—C 2

(b) those of the formula

(c) those of the formula

or (d) mixtures of two or more of (a), (b), and/or (c), wherein at least one “C” is a moiety containing a pyridone group, wherein each “C” is a moiety either capable of forming at least one hydrogen bond with a moiety identical to itself or capable of forming at least one hydrogen bond with another “C” moiety, each “X” is a divalent moiety, each “Y” is a trivalent moiety, and each “Z” is a tetravalent moiety, wherein, when the ink has been applied to a recording substrate in an image pattern and a substantial amount of the aqueous liquid vehicle has evaporated from the ink image, hydrogen bonds of sufficient strength exist between the “C” groups so that the additive forms hydrogen-bonded oligomers or polymers.

6. An ink composition according to claim 5 wherein the pyridone group is of the formulae

wherein R is an alkylene group, an arylene group, an arylalkylene group, an alkylarylene group, an alkyleneoxy group, a polyalkyleneoxy group, a heterocyclic group, a silylene group, a siloxane group, a polysiloxane group, or a combination thereof.

7. An ink composition according to claim 5 wherein the pyridone group is of the formulae

or combinations thereof.

8. An aqueous ink composition comprising an aqueous liquid vehicle, a colorant and an additive which is a material selected from (a) those of the formula

C 1 —X—C 2

(b) those of the formula

(c) those of the formula

or (d) mixtures of two or more of (a), (b), and/or (c), wherein at least one “C” is a moiety containing a ureido-pyrimidone group, wherein each “C” is a moiety either capable of forming at least one hydrogen bond with a moiety identical to itself or capable of forming at least one hydrogen bond with another “C” moiety, each “X” is a divalent moiety, each “Y” is a trivalent moiety, and each “Z” is a tetravalent moiety, wherein, when the ink has been applied to a recording substrate in an image pattern and a substantial amount of the aqueous liquid vehicle has evaporated from the ink image, hydrogen bonds of sufficient strength exist between the “C” groups so that the additive forms hydrogen-bonded oligomers or polymers.

9. An ink composition according to claim 8 wherein the ureidopyrimidone group is of the formulae

wherein R 1 and R 2 each, independently of the other, is a hydrogen atom, an alkyl group, an aryl group, or a combination thereof, and R 3 is an alkylene group, an arylene group, an arylalkylene group, an alkylarylene group, an alkyleneoxy group, a polyalkyleneoxy group, a heterocyclic group, a silylene group, a siloxane group, a polysiloxane group, or a combination thereof.

10. An ink composition according to claim 8 wherein the ureidopyrimidone group is of the formulae

or combinations thereof.

11. An aqueous ink composition comprising an aqueous liquid vehicle, a colorant, and an additive which is a material selected from (a) those of the formula

C 1 —X—C 2

(b) those of the formula

(c) those of the formula

or (d) mixtures of two or more of (a), (b), and/or (c), wherein at least one “C” is a moiety containing an oxime group, wherein each “C” is a moiety either capable of forming at least one hydrogen bond with a moiety identical to itself or capable of forming at least one hydrogen bond with another “C” moiety, each “X” is a divalent moiety, each “Y” in is a trivalent moiety, and each “Z” is a tetravalent moiety, wherein, when the ink has been applied to a recording substrate in an image pattern and a substantial amount of the aqueous liquid vehicle has evaporated from the ink image, hydrogen bonds of sufficient strength exist between the “C” groups so that the additive forms hydrogen-bonded oligomers or polymers.

12. An ink composition according to claim 11 wherein the oxime group is of the formulae

wherein R 1 is an alkyl group, an aryl group, an arylalkyl group, an alkylaryl group, or a combination thereof, and R 2 is an alkylene group, an arylene group, an arylalkylene group, an alkylarylene group, or a combination thereof.

13. An ink composition according to claim 11 wherein the oxime group is of the formula

wherein R 1 and R 2 are alkyl groups with from 1 to about 10 carbon atoms, and wherein R 1 and R 2 can be joined together to form a ring.

14. An ink composition according to claim 11 wherein the oxime group is of the formulae

or combinations thereof.

15. An aqueous ink composition comprising an aqueous liquid vehicle, a colorant, and an additive which is a material selected from (a) those of the formula

C 1 —X—C 2

(b) those of the formula

(c) those of the formula

or (d) mixtures of two or more of (a), (b), and/or (c), wherein at least one “C” is a moiety containing an imidazole group, wherein each “C” is a moiety either capable of forming at least one hydrogen bond with a moiety identical to itself or capable of forming at least one hydrogen bond with another “C” moiety, each “X” is a divalent moiety, each “Y” is a trivalent moiety, and each “Z” is a tetravalent moiety, wherein, when the ink has been applied to a recording substrate in an image pattern and a substantial amount of the aqueous liquid vehicle has evaporated from the ink image, hydrogen bonds of sufficient strength exist between the “C” groups so that the additive forms hydrogen-bonded oligomers or polymers.

16. An ink composition according to claim 15 wherein the imidazole group is of the formulae

wherein R 1 is a hydrogen atom, an alkyl group, or a combination thereof, R 2 and R 3 each, independently of the other, is a hydrogen atom, an alkyl group, an alkoxy group, a polyalkyleneoxy group, a hydroxy group, an amine group, an imine group, an ammonium group, a cyano group, a pyridine group, a pyridinium group, an ether group, an aldehyde group, a ketone group, a carboxylic acid group, an ester group, an amide group, a carbonyl group, a thiocarbonyl group, a sulfonate group, a sulfoxide group, a nitrile group, a sulfone group, an acyl group, an acid anhydride group, an azide group, or a combination thereof, and R 4 is an alkylene group, an arylene group, an arylalkylene group, an alkylarylene group, an alkyleneoxy group, a polyalkyleneoxy group, a heterocyclic group, a silylene group, a siloxane group, a polysiloxane group, or a combination thereof.

17. An ink composition according to claim 15 wherein the imidazole group is of the formulae

or combinations thereof.

18. An aqueous ink composition comprising an aqueous liquid vehicle, a colorant, and an additive of the formula

wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups,

wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups, and wherein each y, independently of the others, is an integer representing the number of repeat isopropylene oxide groups, trivalent groups formed by removing three hydroxy groups from compounds of the formula

wherein a, b, c, d, e, f, and g are each integers representing the number of ethylene oxide repeat units, trivalent groups formed by removing three hydroxy groups from compounds of the formula

wherein each x, independently of the others, represents the number of repeat polyethylene oxide units and each y, independently of the others; represents the number of repeat polypropylene oxide units,

wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups,

wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups,

wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups,

wherein R 1 is an alkyl group,

wherein m and n each, independently of the other, is an integer representing the number of repeat alkylsiloxane units,

wherein m and n each, independently of the other, is an integer representing the number of repeat alkylsiloxane units,

wherein m and n each, independently of the other, is an integer representing the number of repeat siloxane units, and a, b, and c each, independently of the other, are integers representing the number of repeat —CH 2 — units,

wherein m and n each, independently of the other, is an integer representing the number of repeat siloxane units, and a, b, and c each, independently of the other, are integers representing the number of repeat —CH 2 — units,

wherein R 1 is an alkyl group and wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups,

wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups,

or combinations thereof, wherein each “C” is a moiety either capable of forming at least one hydrogen bond with a moiety identical to itself or capable of forming at least one hydrogen bond with another “C” moiety, when the ink has been applied to a recording substrate in an image pattern and a substantial amount of the aqueous liquid vehicle has evaporated from the ink image, hydrogen bonds of sufficient strength exist between the “C” groups so that the additive forms hydrogen-bonded oligomers or polymers.

19. An aqueous ink composition comprising an aqueous liquid vehicle, a colorant, and an additive of the formula

wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups,

wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups, and wherein each y, independently of the others, is an integer representing the number of repeat isopropylene oxide groups, tetravalent groups formed by removing four hydroxy groups from compounds of the formula

wherein a, b, c, d, e, f, and g are each integers representing the number of ethylene oxide repeat units, tetravalent groups formed by removing four hydroxy groups from compounds of the formula

wherein each x, independently of the others, represents the number of repeat polyethylene oxide units and each y, independently of the others, represents the number of repeat polypropylene oxide units,

wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups,

wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups,

wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups,

wherein m and n each, independently of the other, is an integer representing the number of repeat alkylsiloxane units,

wherein m and n each, independently of the other, is an integer representing the number of repeat alkylsiloxane units,

wherein m and n each, independently of the other, is an integer representing the number of repeat siloxane units, and a, b, c, and d each, independently of the other, are integers representing the number of repeat —CH 2 — units,

wherein m and n each, independently of the other, is an integer representing the number of repeat siloxane units, and a, b, c, and d each, independently of the other, are integers representing the number of repeat —CH 2 — units,

wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups, or combinations thereof, wherein each “C” is a moiety either capable of forming at least one hydrogen bond with a moiety identical to itself or capable of forming at least one hydrogen bond with another “C” moiety, wherein, when The ink has been applied to a recording substrate in an image pattern and a substantial amount of the aqueous liquid vehicle has evaporated from the ink image, hydrogen bonds of sufficient strength exist between the “C” groups so that the additive forms hydrogen-bonded oligomers or polymers.

20. An aqueous ink composition comprising an aqueous liquid vehicle, a colorant and an additive which is a material selected from (I) mixtures of (a) at least one member selected from (i) those of the formula

A 1 -X 1 -A 2

(ii) those of the formula

(iii) those of the formula

(iv) those of the formula

A 1 -X 1 —B 1

(v) those of the formula

(vi) those of the formula

(vii) those of the formula

or (viii) mixtures of two or more of (i), (ii), (iii), (iv), (v), (vi), and/or (vii), and (b) at least one member selected from (i) those of the formula

B 1 —X 2 —B 2

(ii) those of the formula

(iii) those of the formula

(iv) those of the formula

A 2 -X 2 —B 2

(v) those of the formula

(vi) those of the formula

(vii) those of the formula

or (viii) mixtures of two or more of (i), (ii), (iii), (iv), (v), (vi), and/or (vii), wherein at least one “A” is a moiety containing a carboxylic acid group of the formulae

wherein n is an integer of from 1 to about 12 and m is an integer of from about 3 to about 12,

wherein n is an integer of from 1 to about 12,

(ii) those of the formula

(iii) those of the formula

(iv) those of the formula

A 1 -X 1 —B 1

(v) those of the formula

(vi) those of the formula

(vii) those of the formula

or (viii) mixtures of two or more of (i), (ii), (iii), (iv), (v), (vi), and/or (vii), and (b) at least one member selected from (i) those of the formula

(ii) those of the formula

(iii) those of the formula

A 2 -X 2 —B 2

(iv) those of the formula

(v) those of the formula

(vi) those of the formula

or (vii) mixtures of two or more of (i), (ii), (iii), (iv), (v), and or (vi), wherein at least one “A” is a moiety containing a carboxylic acid group of the formulae

wherein R is an alkyl group with from 1 to about 12 carbon atoms,

wherein n is an integer of from 1 to about 12 and m is an integer of from about 3 to about 12,

wherein n is an integer of from 1 to about 12,

wherein n is an integer of from 1 to about 20 and m is an integer of from about 3 to about 12,

wherein n is an integer of from 1 to about 20 and m is an integer of from about 3 to about 12, or a combination thereof, wherein each “A” is an acidic moiety and each “B” is a basic moiety, wherein each “A” is capable of forming at least one hydrogen bond with at least one “B” and each “B” is capable of forming at least one hydrogen bond with at least one “A” , each “X” is a divalent moiety, each “Y” is a trivalent moiety, and each “Z” is a tetravalent moiety, wherein, when the ink has been applied to a recording substrate in an image pattern and a substantial amount of the aqueous liquid vehicle has evaporated from the ink image, hydrogen bonds of sufficient strength exist between the “A” groups and the “B” groups so that the additive forms hydrogen-bonded oligomers or polymers.

21. An aqueous ink composition comprising an aqueous liquid vehicle, a colorant, and an additive which is a material selected from mixtures of (a) at least one member selected from (i) those of the formula

A 1 -X 1 -A 2

(ii) those of the formula

(iii) those of the formula

(iv) those of the formula

A 1 -X 1 —B 1

(v) those of the formula

(vi) those of the formula

(vii) those of the formula

or (viii) mixtures of two or more of (i), (ii), (iii), (iv), (v), (vi), and/or (vii), and (b) at least one member selected from (i) those of the formula

B 1 —X 2 —B 2

(ii) those of the formula

(iii) those of the formula

(iv) those of the formula

A 2 -X 2 —B 2

(v) those of the formula

(vi) those of the formula

(vii) those of the formula

or (viii) mixtures of two or more of (i), (ii), (iii), (iv), (v), (vi), and/or (vii), wherein at least one “B” is a moiety containing a pyridine group of the formula

wherein n is an integer representing the number of repeat —CH 2 — groups, wherein each “A” is an acidic moiety and each “B” is a basic moiety, wherein each “A” is capable of forming at least one hydrogen bond with at least one “B” and each “B” is capable of forming at least one hydrogen bond with at least one “A” , each “X” is a divalent moiety, each “Y” is a trivalent moiety, and each “Z” is a tetravalent moiety, wherein, when the ink has been applied to a recording substrate in an image pattern and a substantial amount of the aqueous liquid vehicle has evaporated from the ink image, hydrogen bonds of sufficient strength exist between the “A” groups and the “B” groups so that the additive forms hydrogen-bonded oligomers or polymers.

22. An ink composition according to claim 21 wherein n is an integer of from 0 to about 3.

23. An aqueous ink composition comprising an aqueous liquid vehicle, a colorant, and an additive which is a material selected from mixtures of (a) at least one member selected from (i) those of the formula

A 1 -X 1 -A 2

(ii) those of the formula

(iii) those of the formula

(iv) those of the formula

A 1 -X 1 —B 1

(v) those of the formula

(vi) those of the formula

(vii) those of the formula

or (viii) mixtures of two or more of (i), (ii), (iii), (iv), (v), (vi), and/or (vii), and (b) at least one member selected from (i) those of the formula

B 1 —X 2 —B 2

(ii) those of the formula

(iii) those of the formula

(iv) those of the formula

A 2 -X 2 —B 2

(v) those of the formula

(vi) those of the formula

(vii) those of the formula

or (viii) mixtures of two or more of (i), (ii), (iii), (iv), (v), (vi), and/or (vii), wherein at least one “B” is a moiety containing a pyridine group of the formulae

or a combination thereof, wherein each “A” is an acidic moiety and each “B” is a basic moiety, wherein each “A” is capable of forming at least one hydrogen bond with at least one “B” and each “B” is capable of forming at least one hydrogen bond with at least one “A”, each “X” is a divalent moiety, each “Y” is a trivalent moiety, and each “Z” is a tetravalent moiety, wherein, when the ink has been applied to a recording substrate in an image pattern and a substantial amount of the aqueous liquid vehicle has evaporated from the ink image, hydrogen bonds of sufficient strength exist between the “A” groups and the “B” groups so that the additive forms hydrogen-bonded oligomers or polymers.

24. An aqueous ink composition comprising an aqueous liquid vehicle, a colorant, and an additive which is a material selected from mixtures of (a) at least one member selected from (i) those of the formula

A 1 -X 1 -A 2

(ii) those of the formula

(iii) those of the formula

(iv) those of the formula

A 1 -X 1 —B 1

(v) those of the formula

(vi) those of the formula

(vii) those of the formula

or (viii) mixtures of two or more of (i), (ii), (iii), (iv), (v), (vi), and/or (vii), and (b) at least one member selected from (i) those of the formula

B 1 —X 2 —B 2

(ii) those of the formula

(iii) those of the formula

(iv) those of the formula

A 2 -X 2 —B 2

(v) those of the formula

(vi) those of the formula

(vii) those of the formula

or (viii) mixtures of two or more of (i), (ii), (iii), (iv), (v), (vi), and/or (vii), wherein at least one “B” is a moiety containing a urea group, wherein each “A” is an acidic moiety and each “B” is a basic moiety, wherein each “A” is capable of forming at least one hydrogen bond with at least one “B” and each “B” is capable of forming at least one hydrogen bond with at least one “A” , each “X” is a divalent moiety, each “Y” is a trivalent moiety, and each “Z” is a tetravalent moiety, wherein, when the ink has been applied to a recording substrate in an image pattern and a substantial amount of the aqueous liquid vehicle has evaporated from the ink image, hydrogen bonds of sufficient strength exist between the “A” groups and the “B” groups so that the additive forms hydrogen-bonded oligomers or polymers.

25. An ink composition according to claim 24 wherein the urea group is of the formulae

wherein, provided that at least one of R 1 , R 2 , and R 3 is a hydrogen atom, R 1 R 2 and R 3 each, independently of the others, is a hydrogen atom, an alkyl group, an aryl group, or a combination thereof, and R 4 is an alkylene group, an arylene group, an arylalkylene group, an alkylarylene group, a heterocyclic group, a silylene group, a siloxane group, a polysiloxane group, or a combination thereof.

26. An ink composition according to claim 24 wherein the urea group is of the formula

wherein n is an integer of from 0 to about 12.

27. An aqueous ink composition comprising an aqueous liquid vehicle, a colorant, and an additive which is a material selected from mixtures of (a) at least one member selected from (i) those of the formula

A 1 -X 1 -A 2

(ii) those of the formula

(iii) those of the formula

(iv) those of the formula

A 1 -X 1 —B 1

(v) those of the formula

(vi) those of the formula

(vii) those of the formula

or (viii) mixtures of two or more of (i), (ii), (iii), (iv), (v), (vi), and/or (vii), and (b) at least one member selected from (i) those of the formula

B 1 —X 2 —B 2

(ii) those of the formula

(iii) those of the formula

(iv) those of the formula

A 2 -X 2 —B 2

(v) those of the formula

(vi) those of the formula

(vii) those of the formula

or (viii) mixtures of two or more of (i), (ii), (iii), (iv), (v), (vi), and/or (vii), wherein at least one “B” is a moiety containing an imidazole group, wherein each “A” is an acidic moiety and each “B” is a basic moiety, wherein each “A” is capable of forming at least one hydrogen bond with at least one “B” and each “B” is capable of forming at least one hydrogen bond with at least one “A”, each “X” is a divalent moiety, each “Y” is a trivalent moiety, and each “Z” is a tetravalent moiety, wherein, when the ink has been applied to a recording substrate in an image pattern and a substantial amount of the aqueous liquid vehicle has evaporated from the ink image, hydrogen bonds of sufficient strength exist between the “A” groups and the “B” groups so that the additive forms hydrogen-bonded oligomers or polymers.

28. An ink composition according to claim 27 wherein the imidazole group is of the formulae

wherein R 1 is a hydrogen atom, an alkyl group, or a combination thereof, R 2 and R 3 each, independently of the other, is a hydrogen atom, an alkyl group, an alkoxy group, a polyalkyleneoxy group, a hydroxy group, an amine group, an imine group, an ammonium group, a cyano group, a pyridine group, a pyridinium group, an ether group, an aldehyde group, a ketone group, a carboxylic acid group, an ester group, an amide group, a carbonyl group, a thiocarbonyl group, a sulfonate group, a sulfoxide group, a nitrile group, a sulfone group, an acyl group, an acid anhydride group, an azide group, or a combination thereof, and R 4 is an alkylene group, an arylene group, an arylalkylene group, an alkylarylene group, an alkyleneoxy group, a polyalkyleneoxy group, a heterocyclic group, a silylene group, a siloxane group, a polysiloxane group, or a combination thereof.

29. An ink composition according to claim 27 wherein the imidazole group is of the formulae

or combinations thereof.

30. An aqueous ink composition comprising an aqueous liquid vehicle, a colorant, and an additive which is a material selected from mixtures of (a) at least one member selected from (i) those of the formula

A 1 -X 1 -A 2

(ii) those of the formula

(iii) those of the formula

(iv) those of the formula

A 1 -X 1 —B 1

(v) those of the formula

(vi) those of the formula

(vii) those of the formula

or (viii) mixtures of two or more of (i), (ii), (iii), (iv), (v), (vi), and/or (vii), and (b) at least one member selected from (i) those of the formula

B 1 —X 2 —B 2

(ii) those of the formula

(iii) those of the formula

(iv) those of the formula

A 2 -X 2 —B 2

(v) those of the formula

(vi) those of the formula

(vii) those of the formula

or (viii) mixtures of two or more of (i), (ii), (iii), (iv), (v), (vi), and/or (vii), wherein the ink comprises at least one additive of the formula

wherein Y 1 and/or Y 2 is

wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups,

wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups, and wherein each y, independently of the others, is an integer representing the number of repeat isopropylene oxide groups, trivalent groups formed by removing three hydroxy groups from compounds of the formula

wherein a, b, c, d, e, f, and g are each integers representing the number of ethylene oxide repeat units, trivalent groups formed by removing three hydroxy groups from compounds of the formula

wherein each x, independently of the others, represents the number of repeat polyethylene oxide units and each y, independently of the others, represents the number of repeat polypropylene oxide units,

wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups.

wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups,

wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups,

wherein R 1 is an alkyl group,

wherein m and n each, independently of the other, is an integer representing the number of repeat alkylsiloxane units,

wherein m and n each, independently of the other, is an integer representing the number of repeat alkylsiloxane units,

wherein m and n each, independently of the other, is an integer representing the number of repeat siloxane units, and a, b, and c each, independently of the other, are integers representing the number of repeat —CH 2 — units,

wherein m and n each, independently of the other, is an integer representing the number of repeat siloxane units, and a, b, and c each, independently of the other, are integers representing the number of repeat —CH 2 — units,

wherein R 1 is an alkyl group and wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups,

wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups,

or combinations thereof, wherein each “A” is an acidic moiety and each “B” is a basic moiety, wherein each “A” is capable of forming at least one hydrogen bond with at least one “B” and each “B” is capable of forming at least one hydrogen bond with at least one “A”, each “X” is a divalent moiety, each “Y” is a trivalent moiety, and each “Z” is a tetravalent moiety, wherein, when The ink has been applied to a recording substrate in an image pattern and a substantial amount of the aqueous liquid vehicle has evaporated from the ink image, hydrogen bonds of sufficient strength exist between the “A” groups and the “B” groups so That the additive forms hydrogen-bonded oligomers or polymers.

31. An aqueous ink composition comprising an aqueous liquid vehicle, a colorant, and an additive which is material selected from mixtures of (a) at least one member selected from (i) those of the formula

A 1 -X 1 -A 2

(ii) those of the formula

(iii) those of the formula

(iv) those of the formula

A 1 -X 1 —B 1

(v) those of the formula

(vi) those of the formula

(vii) those of the formula

or (viii) mixtures of two or more of (i), (ii), (iii), (iv), (v), (vi), and/or (vii), and (b) at least one member selected from (i) those of the formula

B 1 —X 2 —B 2

(ii) those of the formula

(iii) those of the formula

(iv) those of the formula

A 2 -X 2 —B 2

(v) those of the formula

(vi) those of the formula

(vii) those of the formula

or (viii) mixtures of two or more of (i), (ii), (iii), (iv), (v), (vi), and/or (vii), wherein the ink comprises at least one additive of the formula

wherein Z 1 and/or Z 2 is

wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups,

wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups, and wherein each y, independently of the others, is an integer representing the number of repeat isopropylene oxide groups, tetravalent groups formed by removing four hydroxy groups from compounds of the formula

wherein a, b, c, d, e, f, and g are each integers representing the number of ethylene oxide repeat units, tetravalent groups formed by removing four hydroxy groups from compounds of the formula

wherein each x, independently of the others, represents the number of repeat polyethylene oxide units and each y, independently of the others, represents the number of repeat polypropylene oxide units,

wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups,

wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups,

wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups,

wherein m and n each, independently of the other, is an integer representing the number of repeat alkylsiloxane units,

wherein m and n each, independently of the other, is an integer representing the number of repeat alkylsiloxane units,

wherein m and n each, independently of the other, is an integer representing the number of repeat siloxane units, and a, b, c, and d each, independently of the other, are integers representing the number of repeat —OH 2 — units,

wherein m and n each, independently of the other, is an integer representing the number of repeat siloxane units, and a, b, c, and d each, independently of the other, are integers representing the number of repeat —CH 2 — units,

wherein each x, independently of the others, is an integer representing the number of repeat ethylene oxide groups, or combinations thereof, wherein each “A” is an acidic moiety and each “B” is a basic moiety, wherein each “A” is capable of forming at least one hydrogen bond with at least one “B” and each “B” is capable of forming at least one hydrogen bond with at least one “A”, each “X” is a divalent moiety, each “Y” is a trivalent moiety, and each “Z” is a tetravalent moiety, wherein, when the ink has been applied to a recording substrate in an image pattern and a substantial amount of the aqueous liquid vehicle has evaporated from the ink image, hydrogen bonds of sufficient strength exist between the “A” groups and the “B” groups so that the additive forms hydrogen-bonded oligomers or polymers.

32. An aqueous ink composition comprising an aqueous liquid vehicle, a colorant, and an additive which is either (1) a material selected from (a) those of the formula

C 1 —X—C 2

(b) those of the formula

(c) those of the formula

or (d) mixtures of two or more of (a), (b), and/or (c); or (2) a material selected from mixtures of (a) at least one member selected from (i) those of the formula

A 1 -X 1 -A 2

(ii) those of the formula

(iii) those of the formula

(iv) those of the formula

A 1 -X 1 —B 1

(v) those of the formula

(vi) those of the formula

(vii) those of the formula

or (viii) mixtures of two or more of (i), (ii), (iii), (iv), (v), (vi), and/or (vii), and (b) at least one member selected from (i) those of the formula

B 1 —X 2 —B 2

(ii) those of the formula

(iii) those of the formula

(iv) those of the formula

A 2 -X 2 —B 2

(v) those of the formula

(vi) those of the formula

(vii) those of the formula

or (viii) mixtures of two or more of (i), (ii), (iii), (iv), (v), (vi), and/or (vii), wherein each “A” is an acidic moiety and each “B” is a basic moiety, wherein each “A” is capable of forming at least one hydrogen bond with at least one “B” and each “B” is capable of forming at least one hydrogen bond with at least one “A”, each “C” is a moiety either capable of forming at least one hydrogen bond with a moiety identical to itself or capable of forming at least one hydrogen bond with another “C” moiety, each “X” is a divalent moiety, each “Y” is a trivalent moiety, and each “Z” is a tetravalent moiety, wherein, when the ink has been applied to a recording substrate in an image pattern and a substantial amount of the aqueous liquid vehicle has evaporated from the ink image, hydrogen bonds of sufficient strength exist either between the “A” groups and the “B” groups or between the “C” groups so that the additive forms hydrogen-bonded oligomers or polymers, wherein the additive comprises (1) a compound of the formula

(2) a compound of the formula

(3) a mixture of

(4) a compound of the formula

(5) a compound of the formula

(6) a compound of the formula

wherein X is a divalent group formed by removing two hydroxy groups from a compound of the formula

wherein a, b, c, d, e, f, and g are each integers representing the number of ethylene oxide repeat units, and wherein the molecular weight of the compound of the formula

is about 1,040, (7) a compound of the formula

wherein Y is a trivalent group formed by removing three hydroxy groups from a compound of the formula

wherein a, b, c, d, e, f, and g are each integers representing the number of ethylene oxide repeat units, and wherein the molecular weight of the compound of the formula

is about 1,040, (8) a compound of the formula

wherein Z is a tetravalent group formed by removing four hydroxy groups from a compound of the formula

wherein a, b, c, d, e, f, and g are each integers representing the number of ethylene oxide repeat units, and wherein the molecular weight of the compound of the formula

is about 1,040, (9) a compound of the formula

wherein X is a divalent group formed by removing two hydroxy groups from a compound of the formula

wherein a, b, c, d, e, f, and g are each integers representing the number of ethylene oxide repeat units, and wherein the molecular weight of the compound of the formula

is about 1,040, (10) a compound of the formula

wherein Y is a trivalent group formed by removing three hydroxy groups from a compound of the formula

wherein a, b, c, d, e, f, and g are each integers representing the number of ethylene oxide repeat units, and wherein the molecular weight of the compound of the formula

is about 1,040, (11) a compound of the formula

wherein X is a divalent group formed by removing two hydroxy groups from a compound of the formula

wherein a, b, c, d, e, f, and g are each integers representing the number of ethylene oxide repeat units, and wherein the molecular weight of the compound of the formula

is about 1,040, (12) a compound of the formula

wherein Y is a trivalent group formed by removing three hydroxy groups from a compound of the formula

wherein a, b, C, d, e, f, and g are each integers representing the number of ethylene oxide repeat units, and wherein the molecular weight of the compound of the formula

is about 1,040, (13) a compound of the formula

(14) a compound of the formula

wherein R 1 and R 2 each, independently of the other, is an alkyl group with from 1 to about 18 carbon atoms, (15) a compound of the formula

(16) a compound of the formula

(17) a compound of the formula

(18) a compound of the formula

wherein Y is a trivalent group formed by removing three hydroxy groups from a compound of the formula

wherein a, b, c, d, e, f, and g are each integers representing the number of ethylene oxide repeat units, and wherein the molecular weight of the compound of the formula

is about 1,040, (19) a compound of the formula

wherein Z is a tetravalent group formed by removing four hydroxy groups from a compound of the formula

wherein a, b, c, d, e, f, and g are each integers representing the number of ethylene oxide repeat units, and wherein the molecular weight of the compound of the formula

is about 1,040, (20) a compound of the formula

(21) a compound of the formula

(22) a mixture of

(23) a mixture of

or (24) mixtures thereof.

33. An ink composition according to claim 32 wherein the ink comprises an additive of the formula

34. An ink composition according to claim 32 wherein the ink comprises an additive of the formula

35. An ink composition according to claim 32 wherein the ink comprises a mixture of

36. An ink composition according to claim 32 wherein the ink comprises an additive of the formula

37. An ink composition according to claim 32 wherein the ink comprises an additive of the formula

38. An ink composition according to claim 32 wherein the ink comprises an additive of the formula

wherein X is a divalent group formed by removing two hydroxy groups from a compound of the formula

wherein a, b, c, d, e, f, and g are each integers representing the number of ethylene oxide repeat units, and wherein the molecular weight of the compound of the formula

is about 1,040.

39. An ink composition according to claim 32 wherein the ink comprises an additive of the formula

wherein Y is a trivalent group formed by removing three hydroxy groups from a compound of the formula

wherein a, b, c, d, e, f, and g are each integers representing the number of ethylene oxide repeat units, and wherein the molecular weight of the compound of the formula

is about 1,040.

40. An ink composition according to claim 32 wherein the ink comprises an additive of the formula

wherein Z is a tetravalent group formed by removing four hydroxy groups from a compound of the formula

wherein a, b, c, d, e, f and g are each integers representing the number of ethylene oxide repeat units, and wherein the molecular weight of the compound of the formula

is about 1,040.

41. An ink composition according to claim 32 wherein the ink comprises an additive of the formula

wherein X is a divalent group formed by removing two hydroxy groups from a compound of the formula

wherein a, b, c, d, e, f, and g are each integers representing the number of ethylene oxide repeat units, and wherein the molecular weight of the compound of the formula

is about 1,040.

42. An ink composition according to claim 32 wherein the ink comprises an additive of the formula

wherein Y is a trivalent group formed by removing three hydroxy groups from a compound of the formula

wherein a, b, c, d, e, f, and g are each integers representing the number of ethylene oxide repeat units, and wherein the molecular weight of the compound of the formula

is about 1,040.

43. An ink composition according to claim 32 wherein the ink comprises an additive of the formula

wherein X is a divalent group formed by removing two hydroxy groups from a compound of the formula

wherein a, b, c, d, e, f, and g are each integers representing the number of ethylene oxide repeat units, and wherein the molecular weight of the compound of the formula

is about 1,040.

44. An ink composition according to claim 32 wherein the ink comprises an additive of the formula

wherein Y is a trivalent group formed by removing three hydroxy groups from a compound of the formula

wherein a, b, c, d, e, f, and g are each integers representing the number of ethylene oxide repeat units, and wherein the molecular weight of the compound of the formula

is about 1,040.

45. An ink composition according to claim 32 wherein the ink comprises an additive of the formula

46. An ink composition according to claim 32 wherein the ink comprises an additive of the formula

wherein R 1 and R 2 each, independently of the other, is an alkyl group with from 1 to about 18 carbon atoms.

47. An ink composition according to claim 32 wherein the ink comprises an additive of the formula

48. An ink composition according to claim 32 wherein the ink comprises an additive of the formula

49. An ink composition according to claim 32 wherein the ink comprises an additive of the formula

50. An ink composition according to claim 32 wherein the ink comprises an additive of the formula

wherein Y is a trivalent group formed by removing three hydroxy groups from a compound of the formula

wherein a, b, c, d, e, f, and g are each integers representing the number of ethylene oxide repeat units, and wherein the molecular weight of the compound of the formula

is about 1,040.

51. An ink composition according to claim 32 wherein the ink comprises an additive of the formula

wherein Z is a tetravalent group formed by removing four hydroxy groups from a compound of the formula

wherein a, b, c, d, e, f, and g are each integers representing the number of ethylene oxide repeat units, and wherein the molecular weight of the compound of the formula

is about 1,040.

52. An ink composition according to claim 32 wherein the ink comprises an additive of the formula

53. An ink composition according to claim 32 wherein the ink comprises an additive of the formula

54. An ink composition according to claim 32 wherein the ink comprises a mixture of

55. An ink composition according to claim 32 wherein the ink comprises a mixture of

Assignments (5)
RELEASE OF SECURITY INTEREST Recorded Sep 7, 2022
From: JPMORGAN CHASE BANK, N.A. AS SUCCESSOR-IN-INTEREST ADMINISTRATIVE AGENT AND COLLATERAL AGENT TO BANK ONE, N.A.
To: XEROX CORPORATION
Reel/Frame 061388/0388 →
RELEASE OF SECURITY INTEREST Recorded Sep 7, 2022
From: JPMORGAN CHASE BANK, N.A. AS SUCCESSOR-IN-INTEREST ADMINISTRATIVE AGENT AND COLLATERAL AGENT TO JPMORGAN CHASE BANK
To: XEROX CORPORATION
Reel/Frame 066728/0193 →
SECURITY AGREEMENT Recorded Oct 31, 2003
From: XEROX CORPORATION
To: JPMORGAN CHASE BANK, AS COLLATERAL AGENT
Reel/Frame 015134/0476 →
SECURITY AGREEMENT Recorded Jul 30, 2002
From: XEROX CORPORATION
To: BANK ONE, NA, AS ADMINISTRATIVE AGENT
Reel/Frame 013111/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 7, 2001
From: SMITH, THOMAS W.; LUCA, DAVID J.; MCGRANE, KATHLEEN M.
To: XEROX CORPORATION
Reel/Frame 012161/0792 →