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US4528323A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the preparation of aqueous dispersions of polyurethanes containing chemically fixed carboxylate and/or sulphonate groups

Assignee: Bayer AG
•
Filing: 1983-04-25
•
Granted: 1985-07-09
•
Expires: 2003-04-25
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Abstract

Abstract The present invention relates to a process for the preparation of aqueous dispersions of polyurethanes containing chemically fixed carboxylate and/or sulphonate groups which comprises reacting (i) isocyanate prepolymers based on organic polyhydroxyl compounds and monomeric diisocyanates, having an isocyanate content of from 1.5 to 8% by weight and containing less than 1.2% by weight of monomeric diisocyanates with (ii) organic diaminocarboxylates and/or organic diaminosulphonates and/or organic dihydroxy carboxylates and/or organic dihydroxy sulphonates and optionally other chain-lengthening agents which have hydroxy or amino groups and which are free from salt groups in the aqueous or organic phase optionally with subsequent addition of water and optionally subsequent removal of solvent, using an equivalent ratio of isocyanate groups to amino and/or hydroxy groups in the range of from about 1:1.2 to 1:0.05, optionally with the addition of further quantities of water, the nature and quantitative proportions of the reactants being chosen so that the resulting polyurethane has a carboxylate and/or sulphonate group content of from about 2 to 80 milliequivalents per 100 g of polyurethane solids.

Inventors

  • 👤 Otto Lorenz
  • 👤 Gerd Rose

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 22:15
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/0804; C08G18/0819; C08G18/10

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 216 words
A process for the preparation of an aqueous dispersion of a polyurethane containing chemically fixed carboxylate and/or sulphonate groups which comprises reacting (i) isocyanate prepolymers based on organic polyhydroxyl compounds and monomeric diisocyanates having an isocyanate content of from 1.5 to 8% by weight and containing less than 1.2% by weight of monomeric diisocyanate with (ii) a member selected from the group consisting of organic diaminocarboxylates, organic diaminosulphonates, organic dihydroxy carboxylates, organic dihydroxy sulphonates, organic dihydroxy carboxylic acids and organic dihydroxy sulphonic acids, and optionally other chain lengthening agents which have hydroxy or amino groups and which are free from salt groups and when said member is an organic dihydroxy carboxylic acid or an organic dihydroxy sulphonic acid, subsequently neutralizing the acid groups wherein the reaction between components (i) and (ii) is conducted in the aqueous or organic phase optionally with subsequent addition of water and optionally subsequent removal of solvent, using an equivalent ratio of isocyanate groups to amino and/or hydroxy groups in the range of from about 1:1.2 to 1:0.05, optionally with the addition of further quantities of water, the nature and quantitative proportions of the reactants being chosen so that the resulting polyurethane has a carboxylate and/or sulphonate group content of from about 2 to 80 milliequivalents per 100 g of polyurethane solids.
Claim 2
Dependent Claim 216 words
A process for the preparation of an aqueous dispersion of a polyurethane containing chemically fixed carboxylate and/or sulphonate groups which comprises reacting (i) isocyanate prepolymers based on organic polyhydroxyl compounds and monomeric diisocyanates having an isocyanate content of from 1.5 to 8% by weight and containing less than 1.2% by weight of monomeric diisocyanate with (ii) a member selected from the group consisting of organic diaminocarboxylates, organic diaminosulphonates, organic dihydroxy carboxylates, organic dihydroxy sulphonates, organic dihydroxy carboxylic acids and organic dihydroxy sulphonic acids, and optionally other chain lengthening agents which have hydroxy or amino groups and which are free from salt groups and when said member is an organic dihydroxy carboxylic acid or an organic dihydroxy sulphonic acid, subsequently neutralizing the acid groups wherein the reaction between components (i) and (ii) is conducted in the aqueous or organic phase optionally with subsequent addition of water and optionally subsequent removal of solvent, using an equivalent ratio of isocyanate groups to amino and/or hydroxy groups in the range of from about 1:1.2 to 1:0.05, optionally with the addition of further quantities of water, the nature and quantitative proportions of the reactants being chosen so that the resulting polyurethane has a carboxylate and/or sulphonate group content of from about 2 to 80 milliequivalents per 100 g of polyurethane solids.
Claim 3
Dependent Claim 26 words
The process according to claim 1, characterized in that the reactants (i) used are isocyanate prepolymers containing less than about 0.9% by weight of monomeric diisocyanate.
Claim 4
Dependent Claim 44 words
The process according to claim 1, characterized in that the nature and quantity of components (i) and (ii) are chosen so that the polyurethane has a carboxylate and/or sulphonate group content of from about 2.5 to 15 milliequivalents per 100 g of polyurethane solids.
Claim 5
Dependent Claim 44 words
The process according to claim 2, characterized in that the nature and quantity of components (i) and (ii) are chosen so that the polyurethane has a carboxylate and/or sulphonate group content of from about 2.5 to 15 milliequivalents per 100 g of polyurethane solids.
Claim 6
Dependent Claim 149 words
A process for the preparation of aqueous dispersions of polyurethanes containing chemically fixed carboxylate and/or sulphonate groups which comprises (a) preparing an isocyanate prepolymer having a monomeric diisocyanate content of at least 1.4% by weight, (b) reducing the monomeric diisocyanate content to less than 1.2% by weight (c) reacting the isocyanate prepolymer obtained in (b) with an organic diaminocarboxylate and/or an organic diaminosulfonate and optionally other chain lengthening agents which have amino groups and which are free from salt groups in the aqueous or aqueous/organic phase, using an equivalent ratio of isocyanate groups to amino groups in the range of from about 1:1.2 to 1:0.05, optionally with the addition of further quantities of water, the nature and quantitative proportions of the reactants being chosen so that the resulting polyurethane has a carboxylate and/or sulphonate group content of from about 2 to 80 milliequivalents per 100 g of polyurethane solids.
Claim 7
Dependent Claim 149 words
A process for the preparation of aqueous dispersions of polyurethanes containing chemically fixed carboxylate and/or sulphonate groups which comprises (a) preparing an isocyanate prepolymer having a monomeric diisocyanate content of at least 1.4% by weight, (b) reducing the monomeric diisocyanate content to less than 1.2% by weight (c) reacting the isocyanate prepolymer obtained in (b) with an organic diaminocarboxylate and/or an organic diaminosulfonate and optionally other chain lengthening agents which have amino groups and which are free from salt groups in the aqueous or aqueous/organic phase, using an equivalent ratio of isocyanate groups to amino groups in the range of from about 1:1.2 to 1:0.05, optionally with the addition of further quantities of water, the nature and quantitative proportions of the reactants being chosen so that the resulting polyurethane has a carboxylate and/or sulphonate group content of from about 2 to 80 milliequivalents per 100 g of polyurethane solids.
Claim 8
Dependent Claim 22 words
The process of claim 5 which comprises reducing the monomeric diisocyanate content by treating the isocyanate prepolymer in a thin layer evaporator.
Claim 9
Dependent Claim 26 words
The process according to claim 6, characterized in that the reactants (i) used are isocyanate prepolymers containing less than about 0.9% by weight of monomeric diisocyanate.
Claim 10
Dependent Claim 37 words
The process of claim 6 wherein the reactants used in (c) are chosen so that the polyurethane has a carboxylate and/or sulphonate group content of from about 2.5 to 15 milliequivalents per 100 g of polyurethane solids.
Claim 11
Dependent Claim 37 words
The process of claim 7 wherein the reactants used in (c) are chosen so that the polyurethane has a carboxylate and/or sulphonate group content of from about 2.5 to 15 milliequivalents per 100 g of polyurethane solids.
Claim 12
Dependent Claim 150 words
A process for the preparation of an aqueous dispersion of a polyurethane containing chemically fixed carboxylate and/or sulphonate groups which comprises reacting (i) isocyanate prepolymers based on organic polyhydroxyl compounds and monomeric diisocyanates having an isocyanate content of from 1.5 to 8% by weight and containing less than 1.2% by weight of monomeric diisocyanate with (ii) an organic diaminocarboxylate and/or an organic diaminosulphonate and optionally other chain lengthening agents which have amino groups and which are free from salt groups in the aqueous or aqueous/organic phase, using an equivalent ratio of isocyanate groups to amino groups in the range of from about 1:1.2 to 1:0.05, optionally with the addition of further quantities of water, the nature and quantitative proportions of the reactants being chosen so that the the resulting polyurethane has a carboxylate and/or sulphonate group content of from about 2 to 80 milliequivalents per 100 g of polyurethane solids.
Claim 13
Dependent Claim 150 words
A process for the preparation of an aqueous dispersion of a polyurethane containing chemically fixed carboxylate and/or sulphonate groups which comprises reacting (i) isocyanate prepolymers based on organic polyhydroxyl compounds and monomeric diisocyanates having an isocyanate content of from 1.5 to 8% by weight and containing less than 1.2% by weight of monomeric diisocyanate with (ii) an organic diaminocarboxylate and/or an organic diaminosulphonate and optionally other chain lengthening agents which have amino groups and which are free from salt groups in the aqueous or aqueous/organic phase, using an equivalent ratio of isocyanate groups to amino groups in the range of from about 1:1.2 to 1:0.05, optionally with the addition of further quantities of water, the nature and quantitative proportions of the reactants being chosen so that the the resulting polyurethane has a carboxylate and/or sulphonate group content of from about 2 to 80 milliequivalents per 100 g of polyurethane solids.
Claim 14
Dependent Claim 206 words
A process for the preparation of an aqueous dispersion of a polyurethane containing chemically fixed carboxylate and/or sulphonate groups which comprises reacting (i) isocyanate prepolymers based on organic polyhydroxyl compounds and monomeric diisocyanates having an isocyanate content of from 1.5 to 8% by weight and containing less than 1.2% by weight of monomeric diisocyanate with (ii) a member selected from the group consisting of organic dihydroxy carboxylates, organic dihydroxy sulphonates, organic dihydroxy carboxylic acids and organic dihydroxy sulphonic acids, optionally other chain lengthening agents which have hydroxy or amino groups and which are free from salt groups and when said member is an organic dihydroxy carboxylic acid or an organic dihydroxy sulphonic acid, subsequently neutralizing the acid groups wherein the reaction between components (i) and (ii) is conducted in the organic phase, using an equivalent ratio of isocyanate groups to amino and/or hydroxy groups in the range of from about 1:1.2 to 1:0.05, optionally with the addition of solvent followed by the addition of water and the optional removal of solvent, the nature and quantitative proportions of the reactants being chosen so that the resulting polyurethane has a carboxylate and/or sulphonate group content of from about 2 to 80 milliequivalents per 100 g of polyurethane solids.
Claim 15
Dependent Claim 206 words
A process for the preparation of an aqueous dispersion of a polyurethane containing chemically fixed carboxylate and/or sulphonate groups which comprises reacting (i) isocyanate prepolymers based on organic polyhydroxyl compounds and monomeric diisocyanates having an isocyanate content of from 1.5 to 8% by weight and containing less than 1.2% by weight of monomeric diisocyanate with (ii) a member selected from the group consisting of organic dihydroxy carboxylates, organic dihydroxy sulphonates, organic dihydroxy carboxylic acids and organic dihydroxy sulphonic acids, optionally other chain lengthening agents which have hydroxy or amino groups and which are free from salt groups and when said member is an organic dihydroxy carboxylic acid or an organic dihydroxy sulphonic acid, subsequently neutralizing the acid groups wherein the reaction between components (i) and (ii) is conducted in the organic phase, using an equivalent ratio of isocyanate groups to amino and/or hydroxy groups in the range of from about 1:1.2 to 1:0.05, optionally with the addition of solvent followed by the addition of water and the optional removal of solvent, the nature and quantitative proportions of the reactants being chosen so that the resulting polyurethane has a carboxylate and/or sulphonate group content of from about 2 to 80 milliequivalents per 100 g of polyurethane solids.

References Cited (Backward Citations)

US3479310A Cited
GB1076688A Cited
GB1101410A Cited
GB1305880A Cited
GB1336050A Cited
US4108814A Cited
US4385171A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-07-08 1989-01-07 1989-07-09 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-07-08 1993-01-07 1993-07-09 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-07-08 1997-01-07 1997-07-09 $7700.00 Window Closed / Lapsed

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