IP Library Patent Application 16016571
Patent Application
App. No. 16/016,571

COMPOSITION CONTAINING LOW-VOC, AMINOALKYL-FUNCTIONAL SILICON COMPOUNDS FOR COATING COLORS FOR THE TREATMENT OF PAPER OR FILM

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Patent No.
US None
App. No.
16/016,571
Abstract

A composition has particularly good solubility in water. The composition includes an aminoalkyl-functional and/or oligo-silylated-aminoalkyl-, hydroxy-, and optionally alkoxy-functional silicon compound having reacted units of (A) an aminoalkylalkoxysilane; (B) a bis-silylated alkylamine; (C) a tri-silylated alkylamine; and (D) at least two of the alkylamines (A), (B), and (C), where the free alcohol content of the composition is less than or equal to 1% by weight, based on the composition.

Claims (70)

1 - 14 . (canceled)

15 . A composition, comprising:

an aminoalkyl-functional and/or oligo-silylated-aminoalkyl-, hydroxy-, and optionally alkoxy-functional silicon compound comprising reacted units of:

(A) at least one aminoalkylalkoxysilane of formula I

NR′ 2 [(CH 2 ) 2 NR′] x —Y—Si(R″) n (OR) 3-n   (I),

in which groups R, R′ and R″ are alike or different and are each a hydrogen atom or a linear or branched alkyl group having 1 to 8 C atoms, Y is a divalent alkylene group selected from the group consisting of —CH 2 —, —(CH 2 ) 2 —, —(CH 2 ) 3 —, and

—[CH 2 CH(CH 3 )CH 2 ]—, x is 0, 1 or 2, and n is 0 or 1,

or

(B) at least one bis-silylated alkylamine of formula II

(RO) 3-m (R″) m Si—Y—[NR′(CH 2 ) 2 ] y NR′[(CH 2 ) 2 NR′] 2 —Y—Si(R″) n (OR) 3-n   (II),

in which groups R, R′ and R″ are alike or different and are each a hydrogen atom or a linear or branched alkyl group having 1 to 8 C atoms, groups Y are alike or different and Y is a divalent alkylene group selected from the group consisting of —CH 2 —, —(CH 2 ) 2 —, —(CH 2 ) 3 —, and —[CH 2 CH(CH 3 )CH 2 ]—, y and z independently are 0, 1 or 2, and m and n independently are 0 or 1,

or

(C) at least one tris-silylated alkylamine of formula III

N[—Y—Si(R″) n (OR) 3-n ] 3   (III),

in which groups R and R″ are alike or different and are each a hydrogen atom or a linear or branched alkyl group having 1 to 8 C atoms, Y independently is a divalent alkylene group selected from the group consisting of —CH 2 —, —(CH 2 ) 2 —, —(CH 2 ) 3 —, and —[CH 2 CH(CH 3 )CH 2 ]—, and n independently is 0 or 1,

or

(D) at least two of the alkylamines of formula I, II, and III,

wherein

the free alcohol content of the composition is less than or equal to 1% by weight, based on the composition, and

wherein the reacted units are formed by partial or complete hydrolysis and also, where appropriate, condensation or cocondensation of compounds of (A), (B), (C), or (D).

16 . A process for preparing the composition as claimed in claim 15 , the process comprising:

at least partially hydrolyzing and, where appropriate, condensing or cocondensing:

(A) at least one aminoalkylalkoxysilane of formula I

NR′ 2 [(CH 2 ) 2 NR′] x —Y—Si(R″) n (OR) 3-n   (I),

in which groups R, R′ and R″ are alike or different and are each a hydrogen atom or a linear or branched alkyl group having 1 to 8 C atoms, Y is a divalent alkylene group selected from the group consisting of —CH 2 —, —(CH 2 ) 2 —, —(CH 2 ) 3 —, and —[CH 2 CH(CH 3 )CH 2 ]—, x is 0, 1 or 2, and n is 0 or 1,

or

(B) at least one bis-silylated alkylamine of formula II

(RO) 3-m (R″) m Si—Y—[NR′(CH 2 ) 2 ] y NR′[(CH 2 ) 2 NR′] 2 —Y—Si(R″) n (OR) 3-n   (II),

in which groups R, R′ and R″ are alike or different and are ach a hydrogen atom or a linear or branched alkyl group having 1 to 8 C atoms, groups Y are alike or different and Y is a divalent alkylene group selected from the group consisting of

—CH 2 —, —(CH 2 ) 2 —, —(CH 2 ) 3 —, and —[CH 2 CH(CH 3 )CH 2 ]—, y and z independently are 0, 1 or 2, and m and n independently are 0 or 1,

or

(C) at least one tris-silylated alkylamine of formula III

N[—Y—Si(R″) n (OR) 3-n ] 3   (III),

in which groups R and R″ are alike or different and are each a hydrogen atom or a linear or branched alkyl group having 1 to 8 C atoms, Y independently is a divalent alkylene group selected from the group consisting of —CH 2 —, —(CH 2 ) 2 —, —(CH 2 ) 3 —, and —[CH 2 CH(CH 3 )CH 2 ]—, and n independently is 0 or 1,

or

(D) at least two of the alkylamines of formula I, II, and III,

in the presence of water and optionally in the presence of an acid to obtain the silicon compound, and

substantially removing the free alcohol from the composition.

17 . The process according to claim 16 , wherein

said at least partially hydrolyzlng and, where appropriate, condensing or cocondensing is carried cut at a temperature of less than 100° C.

18 . The process according to claim 16 , wherein

said at least partially hydrolyzing and, where appropriate, condensing or cocondensing is carried out at a temperature of from 10° C. to 80° C.

19 . The process according to claim 16 , which further comprises

mixing the composition and applying ultrasound to the composition while mixing.

20 . The process according to claim 16 , wherein

the acid is present and is at least one member selected from the group consisting of hydrochloric acid, aqueous acetic acid, and aqueous formic acid.

21 . The process according to claim 16 , wherein said at least partially hydrolyzing and, where appropriate, condensing or cocondensing, is carried out in the presence of an inert gas.

22 . The composition according to claim 15 , wherein the composition further comprises at least one of an organic and an inorganic acid,

wherein the silicon compound comprises aminoalkyl groups and oligo-silylated aminoalkyl groups, and

wherein the silicon compound has a degree of neutralization of aminoalkyl groups and oligo-silylated aminoalkyl groups of from 0% to 125%, based on the amine number of the silicon compound, the amine number determined according to DIN 32 625.

23 . The composition according to claim 15 , wherein

the free alcohol content of the composition is less than or equal to 0.5% by weight, based on the composition.

24 . The composition according to claim 15 , wherein a PH of a composition is from 2 to 11.

25 . The composition according to claim 15 , wherein a pH of a composition is from 3.5 to 5.0.

26 . The composition according to claim 15 , which has a viscosity of from 2 to 1,000 mPa·s, determined according to standard DIN 53 015.

27 . The composition according to claim 15 , which comprises wafer, present in an amount of from 99.9% to 0.5% by weight, based on the total of the composition with all components of the composition totally 100% by weight.

28 . The composition according to claim 15 , which further comprises at least one member selected from the group consisting of a polyvinyl alcohol, starch, gelatin, an acrylate lattice, a nanoscale metal oxide, a crosslinker, a glyoxal compound, an optical brightener, and a process assistant.

29 . The composition according to claim 15 , which further comprises fumed silica,

wherein said fumed silica has an average particle size, determined by static light scattering, of less than 1 micron, and

wherein said fumed silica is present in the composition in an amount of from 5% to 50% by weight, based on the composition.

30 . The composition according to claim 15 , wherein

component (A) is at least one member selected from the group consisting of H 2 N(CH 2 ) 3 Si(OCH 3 ) 3 , H 2 N(CH 2 ) 3 Si(OC 2 H 5 ) 3 , H 2 N(CH 2 ) 2 NH(CH 2 ) 3 Si(OCH 3 ) 3 , H 2 N(CH2) 2 NH(CH 2 ) 2 NH(CH2) 3 Si(OCH3) 3 , and 3-(N-alkylamino)propyltrialkoxoxysilane, wherein alkyl is methyl, ethyl, n-propyl or n-butyl and alkoxy is methoxy or ethoxy;

component (B) is at least one member selected from the group consisting of (H 3 CO) 3 Si(CH 2 ) 3 NH(CH 2 ) 3 Si(OCH 3 ) 3 , (H 5 C 2 O) 3 Si(CH 2 ) 3 NH(CH 2 ) 3 Si(OC 2 H 5 ) 3 , (H 3 CO) 3 Si(CH 2 ) 3 NH(CH 2 ) 2 NH(CH 2 ) 2 NH(CH 2 ) 3 Si(OCH 3 ) 3 , and (H 3 CO) 3 Si(CH 2 ) 3 NH(CH 2 ) 2 NH(CH 2 ) 2 NH(CH 2 ) 2 NH(CH 2 ) 2 NH(CH 2 ) 3 Si(OCH 3 ) 3 ; and

component (C) is at least one member selected from the group consisting of N[(CH 2 ) 3 Si(OCH 3 ) 3 ] 3 and N[CH 2 ) 3 Si(OC 2 H 5 ) 3 ] 3 .

31 . The composition according to claim 15 , wherein component (A) is 3-(N-alkylamino)propyltrialkoxysilane, wherein alkyl is n-butyl and alkoxy is methoxy.

32 . The process according to claim 16 , wherein

component (A) is at least one member selected from the group consisting of H 2 N(CH 2 ) 3 Si(OCH 3 ) 3 , H 2 N(CH 2 ) 3 Si(OC 2 H 5 ) 3 , H 2 N(CH 2 ) 2 NH(CH 2 ) 3 Si(OCH 3 ) 3 , H 2 N(CH2) 2 NH(CH 2 ) 2 NH(CH2) 3 Si(OCH3) 3 , and 3-(N-alkylamino)propyltrialkoxysilane, wherein alkyl is methyl, ethyl, n-propyl or n-butyl and alkoxy is methoxy or ethoxy;

component (B) is at least one member selected from the group consisting of (H 3 CO) 3 Si(CH 2 ) 3 NH(CH 2 ) 3 Si(OCH 3 ) 3 , (H 5 C 2 O) 3 Si(CH 2 ) 3 NH(CH 2 ) 3 Si(OC 2 H 5 ) 3 , (H 3 CO) 3 Si(CH 2 ) 3 NH(CH 2 ) 2 NH(CH 2 ) 2 NH(CH 2 ) 3 Si(OCH 3 ) 3 , and (H 3 CO) 3 Si(CH 2 ) 3 NH(CH 2 ) 2 NH(CH 2 ) 2 NH(CH 2 ) 2 NH(CH 2 ) 2 NH(CH 2 ) 3 Si(OCH 3 ) 3 ; and

component (C) is at least one member selected from the group consisting of N[(CH 2 ) 3 Si(OCH 3 ) 3 ] 3 and N[CH 2 ) 3 Si(OC 2 H 5 ) 3 ] 3 .

33 . The process according to claim 16 , wherein component (A) is 3-(N-alkylamino)propyltrialkoxysilane, wherein alkyl is n-butyl and alkoxy is methoxy.

Assignments (1)
CHANGE OF NAME Recorded Nov 18, 2019
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 051045/0872 →