IP Library Granted Patent US 7,659,358
Granted Patent B2
US 7,659,358 · App. 11/037,294 · Granted Feb 9, 2010

Binders containing ortho ester groups

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Quick Facts
Patent No.
US 7,659,358
App. No.
11/037,294
Granted
Feb 9, 2010
Kind
B2
Abstract

A process for preparing polymers containing polyortho ester groups and optionally NCO groups by reacting A) and B) where A) is a polyortho ester containing at least one isocyanate-reactive group prepared by reacting at least one or more acyclic ortho esters with low molecular weight polyols having a functionality of 4-8 and a number-average molecular weight of 80-500 g/mol and B) is least one polyisocyanate. The polymers obtained from the process can be used to produce coatings, adhesive bonds and/or seals. The coating compositions can include one or more of the above-described polymers, optionally polyisocyanates, catalysts, and optionally auxiliaries and additives and can be used to coat substrates.

Claims (36)

1. A process for preparing polymers containing polyortho ester groups and NOG groups comprising reacting A) and B) prior to any hydrolysis of the polyortho ester groups, wherein

A) is a polyortho ester containing at least one unblocked hydroxyl group prepared by reacting

A1) one or more acyclic ortho esters with

A2) low molecular weight polyols having a functionality of 4-8 and a number-average molecular weight of 80-500 g/mol and

A3) optionally a 1,3-diol and/or a triol, the hydroxyl groups being separated from one another by at least 3 carbon atoms, optionally in the presence of

A4) catalysts and

B) is at least one polyisocyanate.

2. The process for preparing polymers containing polyortho ester and NCO groups according to claim 1 , wherein the components in step A) are

A1) triethyl orthoacetate and/or triethyl orthopropionate;

A2) pentaerythritol; and

A3) a trial or dial selected from the group consisting of neapentyl glycal, 2-methyl-1,3-propanediol, 2-methyl-2,4-pentanediol, 3-methyl-1,3-butanediol, 2-ethyl-1,3-hexanedial, 2,2-diethyl-1,3-prapanediol, 2,2,4-trimethyl-1,3-pentanediol, 2-butyl-2-ethyl-1,3-prapanediol, trimethylolpropane and mixtures thereof with one another.

3. The process for preparing polymers containing polyortho ester and NCO groups according to claim 2 , wherein the catalyst in step A) is p-toluenesulphonic acid.

4. The process for preparing polymers containing polyortho ester and NCO groups according to claim 2 , wherein the equivalent ratio of groups of the compounds of component A1) to be transesterified to the OH groups of the compounds of components A2) and A3) is from 1:1.3 to 1:1.5.

5. The process for preparing polymers containing polyortho ester and NCO groups according to claim 2 , wherein the equivalent ratio of NCO-reactive groups of the polyortho ester from step A) to NOC groups of the polyisocyanate in step B) is 1:1-1:3.2.

6. The process for preparing polymers containing polyortho ester and NCO groups according to claim 2 , wherein the polymers containing polyortho ester and NCO groups thus obtained have a number-average molecular weight M n of from 500 to 3000 g/mol.

7. Polymers containing polyortho ester and NCO groups, obtained by the process according to claim 2 .

8. Coating compositions comprising

a) one or more polymers containing polyortho ester and NCO groups according to claim 7 ,

b) optionally polyisocyanates,

c) catalysts, and

d) optionally auxiliaries and additives selected from the group consisting of solvents, surface-active substances, internal release agents, fillers, dyes, pigments, flame retardants, hydrolysis stabilizers, microbiocides, flow assistants, antioxidants, UV-absorbers, and combinations thereof.

9. Coatings obtained from polymers containing polyortho ester and NCO groups according to claim 7 .

10. Substrates coated with coatings according to claim 9 .

11. The process far preparing polymers containing palyortha ester and NCO groups according to claim 1 , wherein the catalyst in step A) is p-toluenesulphonic acid.

12. The process for preparing polymers containing polyortho ester and NCO groups according to claim 1 , wherein the equivalent ratio of groups of the compounds of component A1) to be transesterif led to the OH groups of the compounds of components A2) and A3)is from 1:1.3 to 1:1.5.

13. The process for preparing polymers containing polyortho ester and NCO groups according to claim 1 , wherein the equivalent ratio of NCO-reactive groups of the polyortho ester from step A) to NCO groups of the polyisocyanate in step B) is 1:1-1:3.2.

14. The process for preparing polymers containing polyortho ester and NCO groups according to claim 1 , wherein the polymers containing polyortho ester and NCO groups thus obtained have a number-average molecular weight M n of from 500 to 3000 glmol.

15. Polymers containing polyartha ester and NCO groups, obtained by the process according to claim 1 .

16. A method of producing coatings, adhesive bonds and/or seals comprising combining the polymers containing polyortho ester and NCO groups according to claim 15 with one or more aauxiliaries or additives selected from the group consisting of solvents, surface-active substances, internal release agents, fillers, dyes, pigments, flame retardants, hydrolysis stabilizers, microbiocides, flow assistants, antioxidants, UV-absorbers, and combinations thereof.

17. Coating compositions comprising

a) one or more polymers containing polyortho ester and NCO groups according to claim 15 ,

b) optionally polyisocyanates,

c) catalysts, and

d) optionally auxiliaries and additives selected from the group consisting of solvents, surface-active substances, internal release agents, fillers, dyes, pigments, flame retardants, hydrolysis stabilizers, microbiocides, flow assistants, antioxidants, UV-absorbers, and combinations thereof.

18. Coatings obtained from polymers containing polyortho ester and NCO groups according to claim 15 .

19. Substrates coated with coatings according to claim 18 .

Assignments (2)
CHANGE OF NAME Recorded Mar 30, 2016
From: BAYER MATERIALSCIENCE AG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 038399/0306 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 8, 2005
From: MULLER, HANNS-PETER; NIESTEN, MEIKE; SCHMITZ, JORG; MUNDSTOCK, HOLGER
To: BAYER MATERIALSCIENCE AG
Reel/Frame 016445/0451 →