Patent US4764553A successfully refreshed from Google Patents.
← Back to Patent Explorer
US4764553A Expired / Lapsed US ⏱️ 0.0 years remaining

Water soluble or dispersible polyurethanes, a process for their preparation and their use for coating substrates

Assignee: Bayer AG
•
Filing: 1987-12-01
•
Granted: 1988-08-16
•
Expires: 2007-12-01
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract The present invention is directed to water dispersible or soluble polyurethanes containing about 0.5 to 30% by weight, based on the weight of the polyurethanes, of ethylene oxide units present in lateral or terminal polyether chains, characterized in that in addition to these ethylene oxide units the polyurethanes contain, as further hydrophilic centers, about 0.1 to 120 milliequivalents, per 100 g of solids content, of carboxylate groups in the form of built-in structural units corresponding to the general formula ##STR1## wherein R denotes an alkyl group having 1 to 4 carbon atoms and the total quantity of carboxylate groups and ethylene oxide units present in lateral or terminal chains is calculated to ensure the solubility or dispersibility of the polyurethanes in water. The present invention also relates to a process for the preparation of these polyurethanes and to their use for coating substrates.

Inventors

  • 👤 Jurgen Mosbach
  • 👤 Josef Pedain
  • 👤 Klaus Noll

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 07:07
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/0804; C08G18/0819; C08G18/0823; C08G18/28; C08G18/2805; C08G18/40; C08G18/48; C08G18/50; C08G18/5021; C08G18/5036; C08G18/5042; C08G18/70; C08G18/72; C08G18/77; C08G18/78; C08G18/7806; C08G18/7818; C08G18/80; C08G18/8061

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 97 words
A water-soluble or dispersible polyurethane containing about 0.5 to 30% by weight, based on the weight of the polyurethane, of chemically incorporated, hydrophilic ethylene oxide units arranged in lateral and/or terminal polyether chains to said polyurethane. and about 0.1 to 120 milliequivalents, per 100 g of solids content, of chemically incorporated carboxylate groups corresponding to the formula ##STR8## wherein R denotes an alkyl group with 1 to 4 carbon atoms and said hydrophilic ethylene oxide units and said carboxylate groups are present in an amount sufficient to ensure the solubility or dispersibility of said polyurethane in water.
Claim 2
Dependent Claim 97 words
A water-soluble or dispersible polyurethane containing about 0.5 to 30% by weight, based on the weight of the polyurethane, of chemically incorporated, hydrophilic ethylene oxide units arranged in lateral and/or terminal polyether chains to said polyurethane. and about 0.1 to 120 milliequivalents, per 100 g of solids content, of chemically incorporated carboxylate groups corresponding to the formula ##STR8## wherein R denotes an alkyl group with 1 to 4 carbon atoms and said hydrophilic ethylene oxide units and said carboxylate groups are present in an amount sufficient to ensure the solubility or dispersibility of said polyurethane in water.
Claim 3
Dependent Claim 13 words
The polyurethane of claim 1 wherein said alkyl group is a methyl group.
Claim 4
Dependent Claim 349 words
A process for the preparation of a water-soluble or dispersible polyurethane which comprises (a) an organic polyisocyanate with (b) an organic compound having a molecular weight of 300 to about 5000 and at least two isocyanate reactive groups, (c) a chain lengthening agent or cross-linking agent comprising a compound having a molecular weight of 32 to 299 and at least two isocyanate reactive groups, (d) a component containing ethylene oxide units within polyether chains comprising a member selected from the group consisting of (1) diisocyanates having lateral polyether chains containing ethylene oxide units and compounds containing isocyanate reactive groups which are difunctional in isocyanate polyaddition reactions and having lateral polyether chains containing ethylene oxide units, (2) monoisocyanates having polyether chains containing ethylene oxide units and compounds containing one isocyanate reactive group which are monofunctional in isocyanate polyaddition reactions and having polyether chains containing ethylene oxide units, and (3) mixtures of (1) and (2), (e) a dihydroxymonocarboxylic acid corresponding to the formula ##STR9## wherein R is an alkyl group having 1 to 4 carbon atoms, (f) optionally an organic compound which contains one isocyanate reactive group, is monofunctional in isocyanate polyaddition reactions and is free from ethylene oxide units, in at least one stage at an equivalent ratio of isocyanate groups to isocyanate reactive groups of about 0.8:1 to 2:1, conducting at least a portion of the last stage of said reaction in the presence of an isocyanate inert, water-miscible solvent to produce a polyurethane having an isocyanate group content of 0 to about 10% by weight and subsequently converting at least a portion of the carboxyl groups present to carboxylate groups with ammonia, said starting materials being selected such that said polyurethane contains about 0.5 to 30% by weight, based on the solids content, of chemically incorporated hydrophilic ethylene oxide units arranged in lateral and/or terminal polyether chains and about about 0.1 to 120 milliequivalents of carboxylate groups per 100 g of solids content, wherein said hydrophilic ethylene units and said said carboxylate groups are present in an amount sufficient to ensure the dispersibility or solubility of said polyurethane.
Claim 5
Dependent Claim 349 words
A process for the preparation of a water-soluble or dispersible polyurethane which comprises (a) an organic polyisocyanate with (b) an organic compound having a molecular weight of 300 to about 5000 and at least two isocyanate reactive groups, (c) a chain lengthening agent or cross-linking agent comprising a compound having a molecular weight of 32 to 299 and at least two isocyanate reactive groups, (d) a component containing ethylene oxide units within polyether chains comprising a member selected from the group consisting of (1) diisocyanates having lateral polyether chains containing ethylene oxide units and compounds containing isocyanate reactive groups which are difunctional in isocyanate polyaddition reactions and having lateral polyether chains containing ethylene oxide units, (2) monoisocyanates having polyether chains containing ethylene oxide units and compounds containing one isocyanate reactive group which are monofunctional in isocyanate polyaddition reactions and having polyether chains containing ethylene oxide units, and (3) mixtures of (1) and (2), (e) a dihydroxymonocarboxylic acid corresponding to the formula ##STR9## wherein R is an alkyl group having 1 to 4 carbon atoms, (f) optionally an organic compound which contains one isocyanate reactive group, is monofunctional in isocyanate polyaddition reactions and is free from ethylene oxide units, in at least one stage at an equivalent ratio of isocyanate groups to isocyanate reactive groups of about 0.8:1 to 2:1, conducting at least a portion of the last stage of said reaction in the presence of an isocyanate inert, water-miscible solvent to produce a polyurethane having an isocyanate group content of 0 to about 10% by weight and subsequently converting at least a portion of the carboxyl groups present to carboxylate groups with ammonia, said starting materials being selected such that said polyurethane contains about 0.5 to 30% by weight, based on the solids content, of chemically incorporated hydrophilic ethylene oxide units arranged in lateral and/or terminal polyether chains and about about 0.1 to 120 milliequivalents of carboxylate groups per 100 g of solids content, wherein said hydrophilic ethylene units and said said carboxylate groups are present in an amount sufficient to ensure the dispersibility or solubility of said polyurethane.
Claim 6
Dependent Claim 16 words
The process of claim 3, wherein said ammonia is in the form of an aqueous solution.
Claim 7
Dependent Claim 11 words
The process of claim 3, wherein R is a methyl group.
Claim 8
Dependent Claim 11 words
The process of claim 4, wherein R is a methyl group.
Claim 9
Dependent Claim 33 words
The process of claim 3, which comprises adding water to said solution before, during or after the addition of ammonia and optionally subsequently removing at least a portion of said solvent by distillation.
Claim 10
Dependent Claim 33 words
The process of claim 6, which comprises adding water to said solution before, during or after the addition of ammonia and optionally subsequently removing at least a portion of said solvent by distillation.
Claim 11
Dependent Claim 13 words
A coated substrate prepared from the water-soluble or dispersible polyurethane of claim 1.

References Cited (Backward Citations)

US3479310A Cited
US3412054A Cited
US3905929A Cited
US3920598A Cited
US4092286A Cited
US4237264A Cited
EP0000347A1 Cited
US4408008A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-08-16 1992-02-15 1992-08-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-08-16 1996-02-15 1996-08-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-08-16 2000-02-15 2000-08-16 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag