EP0274402A2
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EP
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Polyfunctional carbodiimides having particular structures
Assignee: Union Carbide Corp
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Filing: 1988-01-08
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Granted: —
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Expires: 2008-01-08
Abstract
Abstract Branched polyfunctional carbodiimides of formula I wherein: M and Q are independently the residue of a compound adapted to function as a site for branching; R¹, R², R⁴, R⁵, R⁶, and R⁷ are independently divalent organic radicals; R³ and R⁸ are independently monovalent organic radicals; a is 3 to 6; b, e, f and g are 0 to 4; and e, d, and h are 0 or 1; are disclosed which are monodisperse, i.e., have exact functionality and molecular weight distribution. Compsoitons based on these polyfunctional carbodiimides have low viscosity relative to their molecular weight and are particularly useful as cross-linkers for carboxyl-containing resins.
Inventors
- 👤 James Wayne Taylor
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-10-26 14:44
CPC Classifications
C; C07; C07C; C07C267/00; C08; C08K; C08K5/00; C08K5/16; C08K5/29; C08G; C08G73/00; C08G73/06; C08G73/10
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
251 words
A process for preparing a branched, monodisperse, multifunctional carbodiimide conforming to the structure: wherein: M and Q are independently the residue of a compound adapted to function as a site for branching; R¹, R², R⁴, R⁵, R⁶ and R⁷ are independently divalent organic radicals; R³ and R⁸ are independently monovalent organic radicals; a is an integer having a value from 3 to 6 corresponding to the valency of M; b is an integer having a value from 0 to 4; c is an integer having a value of 0 or 1; d is an integer having a value of 0 or 1; e is an integer having a value of from 0 to 4; f is an integer having a value from 0 to 4; g is an integer having a value from 0 to 4; h is an integer having a value of 0 or 1, wherein for each value of a , R¹, R², R³, R⁴, R⁵, R⁶, R⁷, R⁸, b, c, d, e, f, g and h may be the same of different, with the provisos that: (i) for each a , the sum of c + d is 1; (ii) for each a wherein d is 0, e , f , g , and h all have a value of 0; and (iii) for each a wherein d is 1, h is 1, which comprises the conversion of a polyfunctional amine to a urea or thiourea and thereafter dehydration or desulfurization thereof to the corresponding polyfunctional carbodiimide.
Claim 2
Dependent Claim
251 words
A process for preparing a branched, monodisperse, multifunctional carbodiimide conforming to the structure: wherein: M and Q are independently the residue of a compound adapted to function as a site for branching; R¹, R², R⁴, R⁵, R⁶ and R⁷ are independently divalent organic radicals; R³ and R⁸ are independently monovalent organic radicals; a is an integer having a value from 3 to 6 corresponding to the valency of M; b is an integer having a value from 0 to 4; c is an integer having a value of 0 or 1; d is an integer having a value of 0 or 1; e is an integer having a value of from 0 to 4; f is an integer having a value from 0 to 4; g is an integer having a value from 0 to 4; h is an integer having a value of 0 or 1, wherein for each value of a , R¹, R², R³, R⁴, R⁵, R⁶, R⁷, R⁸, b, c, d, e, f, g and h may be the same of different, with the provisos that: (i) for each a , the sum of c + d is 1; (ii) for each a wherein d is 0, e , f , g , and h all have a value of 0; and (iii) for each a wherein d is 1, h is 1, which comprises the conversion of a polyfunctional amine to a urea or thiourea and thereafter dehydration or desulfurization thereof to the corresponding polyfunctional carbodiimide.
Claim 3
Dependent Claim
64 words
The process for preparing a multifunctional carbodiimide of claim 1 conforming to the structure: wherein: R⁸, R⁹, R¹⁰, and R¹¹ may be the same or different and represent alkyl groups having 1 to 12 carbon atoms; D is the residue of an organic diisocyanate; r, s, t, x, y and z may be the same or different and represent integers from 0 to 12.
Claim 4
Dependent Claim
104 words
The process for preparing a polyfunctional carbodiimide of claim 1 conforming to the structure: wherein: R¹², R¹³, and R¹⁴ may be the same or different and represent alkyl groups having 1 to 12 carbon atoms; R¹⁵ and R¹⁶ may be the same or different and represent hydrogen, alkyl (including cycloalkyl), aryl, aralkyl, alkaryl, heterocyclic, cyano, nitro, halo, sulfide, dialkylaminoalkane, silane, alkoxy, and aryloxy groups, and substituted species of any of the foregoing; X is the residue of a compound adapted to function as a site for branching; p, q, and r may be the same or different and represent integers from 0 to 12.
Claim 5
Dependent Claim
33 words
The process for preparing a polyfunctional carbodiimide of claim 3 conforming to the structure: wherein R¹², R¹³, and R¹⁴ are alkyl or cycloalkyl groups having 1 to 6 carbon atoms or aromatic groups.
Claim 6
Dependent Claim
26 words
The process for preparing a multifunctional carbodiimide of claim 3 or 4 wherein R¹², R¹³ and R¹⁴, are methyl, isopropyl, n-butyl, t-butyl, cyclohexyl or phenyl radicals.
Claim 7
Dependent Claim
25 words
The process for preparing a multifunctional carbodiimide of claim 1 wherein each branch contains at least one carbodiimide moiety other than at the branch site.
Claim 8
Dependent Claim
14 words
An aqueous emulsion of a multifunctional carbodiimide of any of claims 1 to 6.
Claim 9
Dependent Claim
28 words
A cross-linkable composition comprising a mixture of a carboxyl-containing emulsion resin or neutralized, carboxylated water-soluble organic resin and a polyfunctional carbodiimide of any of claims 1 to 6.
Claim 10
Independent Claim
57 words
A method for cross-linking a carboxyl-containing emulsion resin or neutralized, carboxylated water-soluble organic resin, comprising: (a) mixing said resin with 0.5 to 15 parts per hundred parts by weight of said resin of a monodisperse, branched multifunctional carbodiimide, in emulsified or water solution form, and (b) allowing volatilization of certain formulated materials, resulting in a cross-linked product.
Claim 11
Independent Claim
57 words
A method for cross-linking a carboxyl-containing emulsion resin or neutralized, carboxylated water-soluble organic resin, comprising: (a) mixing said resin with 0.5 to 15 parts per hundred parts by weight of said resin of a monodisperse, branched multifunctional carbodiimide, in emulsified or water solution form, and (b) allowing volatilization of certain formulated materials, resulting in a cross-linked product.
Claim 12
Dependent Claim
26 words
A process for preparing a polyfunctional amine, polyfunctional urea or polyfunctional thiourea which is the precursor for the carbodiimide of any of calims 1 to 6.
Claim 13
Dependent Claim
26 words
A process for preparing a polyfunctional amine, polyfunctional urea or polyfunctional thiourea which is the precursor for the carbodiimide of any of calims 1 to 6.
Claim 14
Independent Claim
54 words
A method for cross-linking a carboxylated solution resin, comprising: (a) mixing an organic solvent solution of said resin with 0.5 to 15 parts per hundred parts by weight of said resin of a monodisperse, branched multifunctional carbodiimide of any of claims 1 to 6 in an organic solvent solution, and (b) removing the solvent.
Claim 15
Dependent Claim
20 words
The method of claim 11 wherein the mixing is performed immediately prior to application of the mixture to a substrate.
Claim 16
Dependent Claim
16 words
The method of claim 11 or 12 wherein the mixing is performed in a mixing head.
Claim 17
Independent Claim
37 words
The method of any claims 11 to 13 wherein the solution of the carboxylated resin and the solution of the multifunctional carbodiimide are applied separately to a substrate and mixing occurs on the surface of the substrate.
References Cited (Backward Citations)
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