US4587301A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Method of using mixed aliphatic/aromatic polycarbodiimides
Assignee: Union Carbide Corp
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Filing: 1984-11-29
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Granted: 1986-05-06
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Expires: 2004-11-29
Abstract
Abstract Mixed aliphatic/aromatic polycarbodiimides can be prepared by first heating aliphatic mono- and diisocyanates with a phospholene oxide catalyst and then feeding the aromatic mono and/or diisocyanates in an inert solvent to the reaction mixture. These polycarbodiimides find use in a method for cross-linking carboxylated latexes.
Inventors
- 👤 Stuart L. Watson, Jr.
- 👤 Gordon R. Humphreys
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 13:51
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/29; C08G; C08G18/00; C08G18/02; C08G18/025; Y; Y10; Y10S; Y10S525/00; Y10S525/907
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
195 words
A method of preparing a cross-linkable composition comprising admixing: (a) a carboxylated latex, (b) a cross-linking catalyst, and (c) a mixed aliphatic and aromatic polycarbodiimide prepared by a process comprising the following steps seriatim: (A) charging a mixture of cycloaliphatic or saturated aliphatic mono- and diisocyanates to a reactor with agitation under an inert atmosphere; (B) heating the resultant mixture to about 120° to about 160° C.; (C) adding a catalytic amount of a phospholene oxide catalyst to the reactor; (D) feeding a mixture of a non-reactive solvent and aromatic mono- and/or diisocyanate to the reactor; and (E) maintaining agitation at about 120° to about 160° C. until all of the isocyanate functionality is converted to carbodiimide functionality, with the provisos that: (a) said cycloaliphatic moieties contain 6 to about 10 carbons; (b) said saturated aliphatic moieties contain from about 4 to about 12 carbons; (c) said aromatic moieties contain from 6 to about 16 carbons; (d) the molar ratio of all of the mono-to-diisocyanates ranges from about 2:1 to about 2:10; and (e) the molar ratio of cycloaliphatic and/or saturated aliphatic isocyanate groups to aromatic isocyanate groups ranges from about 0.5:1 to about 2:1.
Claim 2
Independent Claim
195 words
A method of preparing a cross-linkable composition comprising admixing: (a) a carboxylated latex, (b) a cross-linking catalyst, and (c) a mixed aliphatic and aromatic polycarbodiimide prepared by a process comprising the following steps seriatim: (A) charging a mixture of cycloaliphatic or saturated aliphatic mono- and diisocyanates to a reactor with agitation under an inert atmosphere; (B) heating the resultant mixture to about 120° to about 160° C.; (C) adding a catalytic amount of a phospholene oxide catalyst to the reactor; (D) feeding a mixture of a non-reactive solvent and aromatic mono- and/or diisocyanate to the reactor; and (E) maintaining agitation at about 120° to about 160° C. until all of the isocyanate functionality is converted to carbodiimide functionality, with the provisos that: (a) said cycloaliphatic moieties contain 6 to about 10 carbons; (b) said saturated aliphatic moieties contain from about 4 to about 12 carbons; (c) said aromatic moieties contain from 6 to about 16 carbons; (d) the molar ratio of all of the mono-to-diisocyanates ranges from about 2:1 to about 2:10; and (e) the molar ratio of cycloaliphatic and/or saturated aliphatic isocyanate groups to aromatic isocyanate groups ranges from about 0.5:1 to about 2:1.
Claim 3
Dependent Claim
29 words
A method of claim 1 wherein the molar ratio of cycloaliphatic and/or saturated aliphatic mono- and diisocyanates to aromatic mono- and diisocyanates ranges from about 0.75:1 to about 1.25:1.
Claim 4
Dependent Claim
19 words
A method of claim 2 wherein the aliphatic monoisocyanate is butyl isocyanate and the cycloaliphatic diisocyanate is isophorone diisocyanate.
Claim 5
Dependent Claim
12 words
A method of claim 2 wherein the aromatic diisocyanate is toluene diisocyanate.
Claim 6
Dependent Claim
13 words
A method of claim 1 using phenyl isocyanate, isophorone diisocyanate and toluene diisocyanate.
Claim 7
Dependent Claim
12 words
A method of claim 1 carried out in a non-reactive organic solvent.
Claim 8
Dependent Claim
12 words
A method of claim 6 wherein the solvent is a glycol diester.
Claim 9
Dependent Claim
12 words
A method of claim 6 wherein the solvent is an aliphatic ester.
Claim 10
Dependent Claim
12 words
A method of claim 1 wherein the phospholene oxide catalyst is 3-methyl-1-phenyl-2-phospholene-1-oxide.
Claim 11
Dependent Claim
12 words
A method of claim 1 wherein the cross-linking catalyst is an amine.
References Cited (Backward Citations)
US3639353A
Cited
US4169866A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1989-05-05 | 1989-11-04 | 1990-05-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-05-05 | 1993-11-04 | 1994-05-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-05-05 | 1997-11-04 | 1998-05-06 | $7700.00 | Window Closed / Lapsed |