US4977219A
Expired / Lapsed
US
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Low temperature crosslinking of water-borne resins
Assignee: Union Carbide Chemicals and Plastics Technology LLC
•
Filing: 1986-09-09
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Granted: 1990-12-11
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Expires: 2006-09-09
Abstract
Abstract Carboxylated latex resins and neutralized carboxylated water-soluble polymers are crosslinked with aliphatic or cycloaliphatic polyfunctional polycarbodiimides or mixed aliphatic-aromatic polyfunctional polycarbodiimides.
Inventors
- 👤 Stuart L. Watson, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 00:53
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/29; C08F; C08F8/00; C08F8/30
Claims Analysis
Total Claims: 40
Claim 1
Independent Claim
113 words
Method for crosslinking water-borne, carboxyl-containing latex resins or neutralized carboxylated water-soluble organic resins which comprises: (a) blending said resins at ambient temperatures with about 0.5 to about 30 parts per 100 parts by weight of said resins of an emulsified or water-soluble polyfunctional polycarbodiimide derived from the reaction of mono-di- and tri-cycloaliphatic or saturated aliphatic isocyanates wherein the cycloaliphatic moieties contain from 5 to about 7 carbons and can be substituted with alkyl having 1 to about 6 carbons, and oxygen and the saturated aliphatic moieties contain from 1 to about 18 carbons wherein the mono- and triisocyanates are optional, and (b) allowing volatilization of certain formulated materials resulting in a crosslinked product.
Claim 2
Dependent Claim
113 words
Method for crosslinking water-borne, carboxyl-containing latex resins or neutralized carboxylated water-soluble organic resins which comprises: (a) blending said resins at ambient temperatures with about 0.5 to about 30 parts per 100 parts by weight of said resins of an emulsified or water-soluble polyfunctional polycarbodiimide derived from the reaction of mono-di- and tri-cycloaliphatic or saturated aliphatic isocyanates wherein the cycloaliphatic moieties contain from 5 to about 7 carbons and can be substituted with alkyl having 1 to about 6 carbons, and oxygen and the saturated aliphatic moieties contain from 1 to about 18 carbons wherein the mono- and triisocyanates are optional, and (b) allowing volatilization of certain formulated materials resulting in a crosslinked product.
Claim 3
Dependent Claim
21 words
Method claimed in claim 1 wherein the molar ratio of monoisocyanate:diisocyanate: is in the range of about 2:1 to about 2:10.
Claim 4
Dependent Claim
17 words
Method claimed in claim 1 wherein the monoisocyanate is butyl isocyanate and the diisocyanate is isophorone diisocyanate.
Claim 5
Dependent Claim
11 words
Method claimed in claim 1 wherein the diisocyanate is bisisocyanatocyclohexyl methane.
Claim 6
Dependent Claim
12 words
Method claimed in claim 1 wherein the reaction of isocyanates is catalyzed.
Claim 7
Dependent Claim
10 words
Method claimed in claim 5 wherein the catalyst is 3-methyl-1-phenyl-2-phospholene-1-oxide.
Claim 8
Dependent Claim
21 words
Method claimed in claim 1 wherein the synthesis of the polycarbodiimide is carried out in the presence of an inert solvent.
Claim 9
Dependent Claim
18 words
Method claimed in claim 7 wherein the solvent is an aromatic hydrocarbon having 6 to about 12 carbons.
Claim 10
Dependent Claim
18 words
Method claimed in claim 7 wherein the solvent is an aliphatic ester having about 8 to 20 carbons.
Claim 11
Dependent Claim
22 words
Method claimed in claim 7 wherein the solvent is a glycol diester or glycol ether diester having about 8 to 20 carbons.
Claim 12
Dependent Claim
25 words
Method claimed in claim 1 wherein the polycarbodiimide contains a quaternary salt moiety and only a diisocyanate is used for the synthesis of the polycarbodiimide.
Claim 13
Dependent Claim
16 words
Method claimed in claim 1 wherein carboxyl-containing latex resin contains acrylic or methacrylic acid copolymerized therein.
Claim 14
Dependent Claim
17 words
Method claimed in claim 1 wherein the carboxyl-containing latex resin contains maleic or fumaric acid copolymerized therein.
Claim 15
Dependent Claim
15 words
Method claimed in claim 1 wherein the carboxyl-containing latex resin contains itaconic acid copolymerized therein.
Claim 16
Dependent Claim
14 words
A water-borne, crosslinked polycarboxylic acid resin produced by the method claimed in claim 1.
Claim 17
Dependent Claim
77 words
A crosslinkable, water-based and/or methoxy ethyl acetate based composition which crosslinks at ambient temperature allowing volatile formulated components to volatilize and is capable of application and flow on a solid substrate, comprising: (A) a crosslinking agent selected from the group consisting of saturated aliphatic or cycloaliphatic carbodiimides, polycarbodiimides and substituted polycarbodiimides; (B) a carboxylated organic resin to react with said crosslinking agent; and (C) a solvent selected from the group consisting of water and methoxy ethyl acetate.
Claim 18
Dependent Claim
77 words
A crosslinkable, water-based and/or methoxy ethyl acetate based composition which crosslinks at ambient temperature allowing volatile formulated components to volatilize and is capable of application and flow on a solid substrate, comprising: (A) a crosslinking agent selected from the group consisting of saturated aliphatic or cycloaliphatic carbodiimides, polycarbodiimides and substituted polycarbodiimides; (B) a carboxylated organic resin to react with said crosslinking agent; and (C) a solvent selected from the group consisting of water and methoxy ethyl acetate.
Claim 19
Dependent Claim
82 words
A crosslinkable, water-based and/or methoxy ethyl acetate-based composition which crosslinks at ambient temperature allowing volatile formulated components to volatilize and is capable of application and flow on a solid substrate, comprising: (A) a crosslinking agent selected from the group consisting of saturated aliphatic or cycloaliphatic carbodiimides, polycarbodiimides and substituted polycarbodiimides; (B) a carboxylated organic resin present in the stoichiometric quantity required to react with said crosslinking agent; and (C) a solvent selected from the group consisting of water and methoxy ethyl acetate.
Claim 20
Dependent Claim
82 words
A crosslinkable, water-based and/or methoxy ethyl acetate-based composition which crosslinks at ambient temperature allowing volatile formulated components to volatilize and is capable of application and flow on a solid substrate, comprising: (A) a crosslinking agent selected from the group consisting of saturated aliphatic or cycloaliphatic carbodiimides, polycarbodiimides and substituted polycarbodiimides; (B) a carboxylated organic resin present in the stoichiometric quantity required to react with said crosslinking agent; and (C) a solvent selected from the group consisting of water and methoxy ethyl acetate.
Claim 21
Dependent Claim
41 words
A composition according to claim 16 having: (A) about 0.7 to 28% by weight of said crosslinking agent; (B) about 17.5 to 46% by weight of said carboxylated organic resin; and (C) about 39 to 81% by weight of said solvent.
Claim 22
Dependent Claim
35 words
A composition according to claim 16 wherein the crosslinking agent is a cycloaliphatic carbodiimide obtained by reacting isophorone diisocyanate and butyl isocyanate, the carboxylated organic resin is an acrylic latex, and the solvent comprises water.
Claim 23
Dependent Claim
36 words
A composition according to claim 19 having: about 1.7 to 3.8% by weight of said crosslinking agent; about 34 to 46% by weight of said acrylic latex; and about 52.3 to 62.2% by weight of water.
Claim 24
Dependent Claim
12 words
A composition according to claim 19 having a pH of about 9.
Claim 25
Dependent Claim
47 words
A composition according to claim 17 wherein the crosslinking agent is a cycloaliphatic carbodiimide obtained by reacting isophorone diisocyanate and butyl isocyanate, the carboxylated organic resin is an alkyd resin obtained by reacting an aromatic anhydride and a polycaprolactone polyol, and the solvent comprises methoxy ethyl acetate.
Claim 26
Dependent Claim
19 words
A composition according to claim 22 wherein the aromatic anhydride is phthallic anhydride and the polyol is a triol.
Claim 27
Dependent Claim
38 words
A composition according to claim 23 having: about 25 to 28% by weight of said crosslinking agent; about 26 to 27% by weight of said alkyd resin; and about 38 to 40% by weight of methoxy ethyl acetate.
Claim 28
Dependent Claim
37 words
A composition according to claim 16 wherein the crosslinking agent is a cycloaliphatic carbodiimide obtained by reacting isophorone diisocyanate and butyl isocyanate, the carboxylated organic resin is a modified styrene acrylic latex, and the solvent comprises water.
Claim 29
Dependent Claim
38 words
A composition according to claim 25 having: about 1.5 to 4.3% by weight of said crosslinking agent; about 17.5 to 18.7% by weight of said modified styrene acrylic latex; and about 78.2 to 80.8% by weight of water.
Claim 30
Dependent Claim
36 words
A composition according to claim 16 wherein the crosslinking agent is a cycloaliphatic carbodiimide obtained by reacting isophorone diisocyanate and butyl isocyanate, the carboxylated organic resin is a styrene acrylic latex, and the solvent comprises water.
Claim 31
Dependent Claim
35 words
A composition according to claim 27 having: about 1.2 to 3.9% by weight of said crosslinking agent; about 22% by weight of said styrene acrylic latex; and about 74.1 to 76.8% by weight of water.
Claim 32
Dependent Claim
35 words
A composition according to claim 16 wherein the crosslinking agent is a cycloaliphatic carbodiimide obtained by reacting isophorone diisocyanate and butyl isocyanate, the carboxylated organic resin is an acrylic latex, and the solvent is water.
Claim 33
Dependent Claim
34 words
A composition according to claim 29 having: about 0.7 to 4.1% by weight of said crosslinking agent; about 29% by weight of said acrylic latex; and about 66.9 to 70.3% by weight of water.
Claim 34
Dependent Claim
12 words
A composition according to claim 30 having a pH of about 8.
Claim 35
Independent Claim
107 words
A method of producing a crosslinkable, water-based and/or methoxy ethyl acetate based composition which crosslinks at ambient temperature allowing volatile formulated components to volatilize and is capable of application and flow on a solid substrate, said method including the following steps: mixing and agitating in an essentially fluid state so as to cause dispersion of the mixture; (i) a crosslinking agent selected from the group consisting of saturated aliphatic or cycloaliphatic carbodiimides, polycarbodiimides, and substituted polycarbodiimides; (ii) a carboxylated organic resin to react with said crosslinking agent; and (iii) a substantial quantity of water and/or methoxy ethyl acetate; adjusting the pH so that the composition is alkaline.
Claim 36
Independent Claim
107 words
A method of producing a crosslinkable, water-based and/or methoxy ethyl acetate based composition which crosslinks at ambient temperature allowing volatile formulated components to volatilize and is capable of application and flow on a solid substrate, said method including the following steps: mixing and agitating in an essentially fluid state so as to cause dispersion of the mixture; (i) a crosslinking agent selected from the group consisting of saturated aliphatic or cycloaliphatic carbodiimides, polycarbodiimides, and substituted polycarbodiimides; (ii) a carboxylated organic resin to react with said crosslinking agent; and (iii) a substantial quantity of water and/or methoxy ethyl acetate; adjusting the pH so that the composition is alkaline.
Claim 37
Dependent Claim
15 words
A method for coating metal substrates wherein said composition of claim 16 is applied thereto.
Claim 38
Dependent Claim
17 words
A method for coating solid substrates wherein said composition of claim 16 is applied thereto by brushing.
Claim 39
Dependent Claim
10 words
A substrate coated with a coating composition of claim 16.
Claim 40
Dependent Claim
56 words
A composition according to claim 16 having: (A) about 0.5 to 23% by weight of components (A) and (B) of said crosslinking agent; (B) about 76 to 99.5% by weight of components (A) and (B) of said carboxylated organic resin; and (C) solvent in an amount sufficient to allow application and flow on said solid substrate.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-12-10 | 1994-06-11 | 1994-12-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-12-10 | 1998-06-11 | 1998-12-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-12-10 | 2002-06-11 | 2002-12-11 | $7700.00 | Window Closed / Lapsed |