US4111917A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Use of latent amines to cure epoxy resins
Assignee: WR Grace and Co
•
Filing: 1976-05-11
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Granted: 1978-09-05
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Expires: 1996-05-11
Abstract
Abstract The invention relates to certain urethanes or polyurethanes that are decomposed by heating in the range 100°-200° C to give reactive amines or polyamines that are useful for curing epoxy resins, polyisocyanates, polyacids, polyanhydrides, polyketones, polyhalides and others in a relatively short curing period, less than 2 hours and usually less than 10 minutes. These cured resins are useful as adhesives, sealants, coatings, etc. These latent amine groups may be part of a one component system comprising a self-curing epoxy-urethane resin curable by heating.
Inventors
- 👤 Donald Wayne Larsen
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 00:41
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/58; C08G59/00; C08G59/18; C08G59/40; C08G59/4007; C08G59/4014; C08G59/4028
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
155 words
A process of curing a polyepoxide resin which comprises forming, at a temperature of from 25 to 90 degress C, an epoxy resin containing latent amine groups therein which is the reaction product of (a) a member of the group consisting of tertiary alcohols and secondary alcohols with substituents in the alpha or beta position that activate dehydration; said member being a tertiary or secondary alcohol containing epoxy resin having the general formula: ##STR14## wherein B is an organic polyvalent moiety, n is at least about 2 and m is 0.5 or greater; and (b) an amount at least sufficient to produce substantially stoichiometric equivalents of latent amine to epoxy groups of an isocyanate of the formula: R-(NCO).sub.n wherein R is a mono- or polyvalent organic moiety and n is an integer of from 1 to 3; and thereafter, heating the formed latent amine-containing epoxy resin to a temperature of from 100° to 200° C.
Claim 2
Dependent Claim
155 words
A process of curing a polyepoxide resin which comprises forming, at a temperature of from 25 to 90 degress C, an epoxy resin containing latent amine groups therein which is the reaction product of (a) a member of the group consisting of tertiary alcohols and secondary alcohols with substituents in the alpha or beta position that activate dehydration; said member being a tertiary or secondary alcohol containing epoxy resin having the general formula: ##STR14## wherein B is an organic polyvalent moiety, n is at least about 2 and m is 0.5 or greater; and (b) an amount at least sufficient to produce substantially stoichiometric equivalents of latent amine to epoxy groups of an isocyanate of the formula: R-(NCO).sub.n wherein R is a mono- or polyvalent organic moiety and n is an integer of from 1 to 3; and thereafter, heating the formed latent amine-containing epoxy resin to a temperature of from 100° to 200° C.
Claim 3
Dependent Claim
25 words
The process according to claim 1 wherein the tertiary or secondary alcohol containing epoxy resin has the formula: ##STR15## wherein n is at least 0.5.
Claim 4
Dependent Claim
33 words
The process according to claim 1 wherein the reaction product of the isocyanate and the tertiary or secondary alcohol containing epoxy resin is carried out in the presence of a stannous octoate catalyst.
Claim 5
Dependent Claim
14 words
The process according to claim 1 wherein the isocyanate is an isocyanate-terminated polyurethane polymer.
Claim 6
Dependent Claim
14 words
The process according to claim 2 wherein the isocyanate is an isocyanate-terminated polyurethane polymer.
Claim 7
Dependent Claim
59 words
The process according to claim 1 wherein said alcohol reactant (a) further comprises up to 1 mole per hydroxy equivalent of the tertiary or secondary alcohol containing epoxy resin of a low molecular weight, easily dehydrated alcohol selected from the group consisting of tertiary alcohols and secondary alcohols with constituents in the alpha or beta position that activate dehydration.
Claim 8
Dependent Claim
16 words
A polyurethane polymer having terminal latent amine groups therein and being devoid of urea groups therein.
Claim 9
Dependent Claim
16 words
A polyurethane polymer having terminal latent amine groups therein and being devoid of urea groups therein.
Claim 10
Dependent Claim
45 words
An epoxy resin cured at a temperature in the range of from 100° to 200° C within a time period ranging up to 2 hours with a substantially stoichiometric amount of polyurethane polymer having terminal latent-amine groups therein and being devoid of urea groups therein.
Claim 11
Dependent Claim
45 words
An epoxy resin cured at a temperature in the range of from 100° to 200° C within a time period ranging up to 2 hours with a substantially stoichiometric amount of polyurethane polymer having terminal latent-amine groups therein and being devoid of urea groups therein.
Claim 12
Dependent Claim
47 words
An isocyanate-terminated polyurethane prepolymer cured at a temperature in the range of from 100° to 200° C within a time period ranging up to 2 hours with a substantially stoichiometric amount of a polyurethane polymer having terminal latent-amine groups therein and being devoid of urea groups therein.
Claim 13
Dependent Claim
47 words
An isocyanate-terminated polyurethane prepolymer cured at a temperature in the range of from 100° to 200° C within a time period ranging up to 2 hours with a substantially stoichiometric amount of a polyurethane polymer having terminal latent-amine groups therein and being devoid of urea groups therein.
Claim 14
Dependent Claim
105 words
The process of curing a member of the group consisting of a polyepoxide resin, polyisocyanate, isocyanate containing polyurethane, polyolefins having terminal allylic bromide groups and hexene/maleic anhydride copolymer resin which comprises admixing said group member with a substantially stoichiometric amount of a latent amine which is the reaction product of stoichiometric amounts of an isocyanate of the formula R--NCO).sub.n wherein R is a mono- or polyvalent organic moiety and n is 1-3 and a member of the group consisting of tertiary alcohols and secondary alcohols with substituents in the alpha or beta position that activate dehydration and heating the admixture in the range 100°-200° C.
Claim 15
Dependent Claim
105 words
The process of curing a member of the group consisting of a polyepoxide resin, polyisocyanate, isocyanate containing polyurethane, polyolefins having terminal allylic bromide groups and hexene/maleic anhydride copolymer resin which comprises admixing said group member with a substantially stoichiometric amount of a latent amine which is the reaction product of stoichiometric amounts of an isocyanate of the formula R--NCO).sub.n wherein R is a mono- or polyvalent organic moiety and n is 1-3 and a member of the group consisting of tertiary alcohols and secondary alcohols with substituents in the alpha or beta position that activate dehydration and heating the admixture in the range 100°-200° C.
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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) | 1981-09-04 | 1982-03-06 | 1982-09-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-09-04 | 1986-03-06 | 1986-09-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-09-04 | 1990-03-06 | 1990-09-05 | $7700.00 | Window Closed / Lapsed |