Producing polymer foams comprising imide groups

Patent metadata

Field	Value
Publication number	US-9598548-B2
Application number	US-201313961246-A
Country	US
Kind code	B2
Filing date	Aug 7, 2013
Priority date	Aug 9, 2012
Publication date	Mar 21, 2017
Grant date	Mar 21, 2017

Abstract

A process for producing a polymer foam comprises reacting components A to C in the presence of component D and optionally E or an isocyanate-functional prepolymer of components A and B with component C in the presence of component D and optionally component E, the total amount of which is 100 wt %,
(A) 35 to 65 wt % of at least one polyisocyanate component A, wherein 10 to 100 wt % of component A is a condensation product comprising polyimide groups and resulting from condensing at least one polyisocyanate component with at least one polycarboxylic acid having at least 3 COOH groups per molecule or its anhydride, (B) 5 to 50 wt % of at least one polyol component B, (C) 1 to 59 wt % of at least one polycarboxylic acid component C, and (D) 0.01 to 3 wt % of at least one Lewis base component D, (E) 0 to 5 wt % of at least one foam stabilizer component E,

wherein the reaction takes place with release of carbon dioxide.

First claim

The invention claimed is:

1. A process for producing a polymer foam, comprising:
i) preparing a mixture of polyisocyanate components, comprising:
10 to 100 wt % of a condensation product of at least one polyisocyanate component with at least one polycarboxylic acid having at least 3 COOH groups per molecule or its anhydride, the condensation product comprising polyimide groups;
ii) reacting the mixture of polyisocyanate components with a polyol component and a polycarboxylic acid having two or more carboxyl groups in the presence of a Lewis base to obtain a polymer having a main chain comprising urethane, imide and amide groups;
wherein
carbon dioxide is released during the reaction ii),
a foam stabilizer is optionally included in the reaction ii), and
a content in weight % of the polyisocyanate mixture of i) in the reaction mixture ii) is from 35 to 65 wt %,
a content of the polyol component in the reaction mixture ii) is from 5 to 50 wt %,
a content of the polycarboxylic acid having two or more carboxyl groups in the reaction mixture ii) is from 1 to 59 wt %,
a content of the Lewis Base in the reaction mixture ii) is from 0.01 to 3 wt %,
a content of the foam stabilizer in the reaction mixture ii) is from 0 to 5 wt %, and a total of the wt % content values is 100%,
and wherein
the at least one polycarboxylic acid having at least 3 COOH groups per molecule or its anhydride is selected from the group consisting of 1,2,3-benzenetricarboxylic acid, 1,2,3-benzenetricarboxylic dianhydride, 1,3,5-benzenetricarboxylic acid (trimesic acid), 1,2,4-benzenetricarboxylic acid (trimellitic acid), trimellitic anhydride, 1,2,4,5-benzenetetracarboxylic acid (pyromellitic acid), 1,2,4,5-benzenetetracarboxylic dianhydride (pyromellitic dianhydride), 3,3′,4,4″-benzophenonetetracarboxylic acid, 3,3′,4,4″-benzo-phenonetetracarboxylic dianhydride, benzenehexacarboxylic acid (mellitic acid), anhydrides of mellitic acid, mellophanic acid, mellophanic anhydride, 1,2,3,4-benzenetetracarboxylic acid, 1,2,3,4-benzenetetracarboxylic dianhydride, 3,3,4,4-biphenyltetracarboxylic acid, 3,3,4,4-biphenyltetracarboxylic dianhydride, 2,2,3,3-biphenyltetracarboxylic acid, 2,2,3,3-biphenyltetracarboxylic dianhydride, 1,4,5,8-naphthalenetetracarboxylic acid, 1,4,5,8-naphthalenetetracarboxylic dianhydride, 1,2,4,5-naphthalenetetracarboxylic acid, 1,2,4,5-naphthalenetetracarboxylic dianhydride, 2,3,6,7-naphthalenetetracarboxylic acid, 2,3,6,7-naphthalenetetracarboxylic dianhydride, 1,4,5,8-decahydronaphthalenetetracarboxylic acid, 1,4,5,8-decahydronaphthalenetetracarboxylic dianhydride, 4,8-dimethyl-1,2,3,5,6,7-hexahydronaphthalene-1,2,5,6-tetracarboxylic acid, 4,8-dimethyl-1,2,3,5,6,7-hexahydronaphthalene-1,2,5,6-tetracarboxylic dianhydride, 2,6-dichloronaphthalene-1,4,5,8-tetracarboxylic acid, 2,6-dichloronaphthalene-1,4,5,8-tetracarboxylic dianhydride, 2,7-dichloronaphthalene-1,4,5,8-tetracarboxylic acid, 2,7-dichloronaphthalene-1,4,5,8-tetracarboxylic dianhydride, 2,3,6,7-tetrachloronaphthalene-1,4,5,8-tetracarboxylic acid, 2,3,6,7-tetrachloronaphthalene-1,4,5,8-tetracarboxylic dianhydride, 1,3,9,10-phenanethrenetetracarboxylic acid, 1,3,9,10-phenanthrenetetracarboxylic dianhydride, 3,4,9,10-perylenetetracarboxylic acid, 3,4,9,10-perylenetetracarboxylic dianhydride, bis(2,3-dicarboxyphenyl)methane, bis(2,3-dicarboxyphenyl)methane dianhydride, bis(3,4-dicarboxyphenyl)methane, bis(2,3-dicarboxyphenyl)methane dianhydride, bis(3,4-dicarboxyphenyl)methane, bis(3,4-dicarboxyphenyl)methane dianhydride, 1,1-bis(2,3-dicarboxyphenyl)methane, 1,1-bis(2,3-dicarboxyphenyl)ethane dianhydride, 1,1-bis(3,4-dicarboxyphenyl)ethane, 1,1-bis(3,4-dicarboxyphenyl)ethane dianhydride, 1,1-bis(3,4-dicarboxyphenyl)ethane, 1,1-bis(3,4-dicarboxyphenyl)ethane dianhydride, 2,2-bis(2,3-dicarboxyphenyl)propane, 2,2-bis(2,3-dicarboxyphenyl)propane dianhydride, 2,3-bis(3,4-dicarboxyphenyl)propane, 2,3-bis(3,4-dicarboxyphenyl)propane dianhydride, bis(3,4-carboxyphenyl) sulfone, bis(3,4-carboxyphenyl) sulfone dianhydride, bis(3,4-carboxyphenyl) ether, bis(3,4-carboxyphenyl) ether dianhydride, ethylenetetracarboxylic acid, ethylenetetracarboxylic dianhydride, 1,2,3,4-butanetetracarboxylic acid, 1,2,3,4-butanetetracarboxylic dianhydride, 1,2,3,4-cyclopentanetetracarboxylic acid, 1,2,3,4-cyclopentanetetracarboxylic dianhydride, 2,3,4,5-pyrrolidinetetracarboxylic acid, 2,3,4,5-pyrrolidinetetracarboxylic dianhydride, 2,3,5,6-pyrazinetetracarboxylic acid, 2,3,5,6-pyrazinetetracarboxylic dianhydride, 2,3,4,5-thiophenetetracarboxylic acid, 2,3,4,5-thiophenetetracarboxylic dianhydride and derivatives thereof.

2. The process according to claim 1 wherein an average molecular weight of the polyol is in the range from 200 g/mol to 6000 g/mol.

3. The process according to claim 1 wherein the polymer foam is a rigid polymer foam.

4. The process according to claim 1 wherein an OH number of the polyol is from 10 mg KOH/g to 1000 mg KOH/g.

5. The process according to claim 1 wherein a foam density of the polymer foam is from 8 g/l to 200 g/l.

6. The process according to claim 1 wherein the Lewis base is at least one selected from the group consisting of N-methylimidazole, a derivative of N-methylimidazole, melamine, a derivative of melamine, guanidine, a derivative of guanidine, cyanuric acid, a derivative of cyanuric acid, dicyandiamide and a derivative of dicyandiamide.

7. The process according to claim 1 wherein the reaction (ii) further comprises a foam stabilizer which comprises a siloxane copolymer.

8. The process according to claim 1 wherein the polyol comprises a polyether polyol or a polyester polyol.

9. The process according to claim 1 wherein the polycarboxylic acid having two or more carboxyl groups is a solute in the polyol.

Assignees

• Basf Se

Inventors

• Mueller-Cristadoro Anna
• Prissok Frank

Classifications

• C08G18/4825 Primary

  Polyethers containing two hydroxy groups (C08G18/4833 - C08G18/5096 take precedence) · CPC title

• C08G18/8048

  with compounds of C08G18/34 · CPC title

• C08G18/341

  Dicarboxylic acids, esters of polycarboxylic acids containing two carboxylic acid groups · CPC title

• C08G2101/005

  Chemistry & Metallurgy · mapped topic

• C08J9/0061 Primary

  characterized by the use of several polymeric components · CPC title