US4289869A
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Mixture hardening under the influence of air moisture and a process for production of polyisocyanate-poly-addition products or of cross-linked polyepoxides
Assignee: Akzo NV
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Filing: 1980-05-22
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Granted: 1981-09-15
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Expires: 2000-05-22
Abstract
Abstract Mixtures hardenable under the influence of air moisture are provided. They comprise at least one organic polyisocyanate or an polyepoxide and as a moisture activated hardener an N,N'-substituted imidazolidine derivative or an N,N'-substituted hexahydropyrimidine derivative, which show at no nitrogen atom a -CO-NH- grouping and which are present in sufficient amount to provide for cross-linking. The mixtures for example provide lacquers and adhesives having various touch dry times.
Inventors
- 👤 Hans-Georg Zengel
- 👤 Michael Wallrabenstein
- 👤 Walter Brodowski
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 19:09
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/18; C08G59/40; C08G59/50; C08G59/5046; C08G59/5053; C08G59/5073; C08G18/00; C08G18/06; C08G18/28; C08G18/30; C08G18/32; C08G18/3225; C08G18/3253; C08G18/3256; C08G18/40; C08G18/64; C08G18/6415; C08G59/52; C08G59/62; C08G59/64
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
54 words
A polymeric mixture hardenable in the presence of moisture comprising at least one organic polyisocyanate or polyepoxide; and a hardener activated by moisture in an amount sufficient to induce a chemical cross-linking reaction comprising an N,N'-substituted imidazolidine derivative or an N,N'-substituted hexahydropyrimidine derivative, which do not have a --CO--NH-- group at any nitrogen atom.
Claim 2
Dependent Claim
54 words
A polymeric mixture hardenable in the presence of moisture comprising at least one organic polyisocyanate or polyepoxide; and a hardener activated by moisture in an amount sufficient to induce a chemical cross-linking reaction comprising an N,N'-substituted imidazolidine derivative or an N,N'-substituted hexahydropyrimidine derivative, which do not have a --CO--NH-- group at any nitrogen atom.
Claim 3
Dependent Claim
57 words
The polymeric mixture according to claim 1 wherein the N,N'-substituents of the imidazolidine derivative or of the hexahydropyrimidine derivative comprise one hydrogen atom, hydroxyalkyl with 1 to 12 carbon atoms, alkyl with 1 to 12 carbon atoms, ##STR12## wherein R 5 is an alkyl group with 1 to 5 carbon atoms, and --CH 2 --CH 2 --CN.
Claim 4
Dependent Claim
64 words
The polymeric mixture according to claim 1 wherein the N,N'-substituted imidazolidine derivative or the N,N'-substituted hexahydropyrimidine derivative is a derivative wherein some or all of the hydrogen atoms linked to ring carbon atoms of the imidazolidine or hexahydropyrimidine group are substituted by an alkyl group of 1 to 5 carbon atoms or an alkylene group of 4 to 6 carbon atoms substituting two hydrogens.
Claim 5
Dependent Claim
150 words
The polymeric mixture according to claim 1 wherein the N,N'-substituted imidazolidine derivative is an imidazolidine of the general formula ##STR13## wherein R 1 is one hydrogen atom, a hydroxyalkyl or alkyl group with from 1 to 12 carbon atoms, R 2 is an alkyl group with 1 to 12 carbon atoms or R 1 and R 2 are ##STR14## wherein R 5 is an alkyl group of from 1 to eight carbon atoms, and --CH 2 --CH 2 --CN, R 3 is a hydrogen atom or an alkyl group with from 1 to 5 carbon atoms and R 4 is a hydrogen atom or an alkyl group with from 1 to 5 carbon atoms or R 3 and R 4 together are a single alkylene group with from 4 to 6 carbon atoms and R is a hydrogen atom or an alkyl group with from 1 to 4 carbon atoms.
Claim 6
Dependent Claim
35 words
The polymeric mixture according to claim 4 wherein R 1 and R 2 are ##STR15## wherein R 5 is an alkyl group of from 1 to eight carbon atoms, and --CH 2 --CH 2 --CN.
Claim 7
Dependent Claim
27 words
The polymeric mixture according to claim 4 wherein R 1 is a hydrogen atom, a hydroxyalkyl or an alkyl group of from 1 to 12 carbon atoms.
Claim 8
Dependent Claim
60 words
The polymeric mixture according to claim 1 wherein an imidazolidine oligomer or a hexahydropyrimidine oligomer with a molecular weight of from about 400 to 1500 are present, which oligomers were obtained by addition of primary diamines with from 2 to 3 carbon atoms to alkanedioldiacrylates followed by cyclization with aldehydes or ketones of from about 1 to 9 carbon atoms.
Claim 9
Dependent Claim
132 words
The polymeric mixture according to claim 1 wherein the N,N'-substituted hexahydropyrimidine derivative has the general formula ##STR16## wherein R 1 is a hydrogen atom, a hydroxyalkyl group or an alkyl group of from 1 to 12 carbon atoms, R 2 an alkyl group with from 1 to 12 carbon atoms, or R 1 and R 2 are ##STR17## wherein R 5 is an alkyl group with from 1 to eight carbon atoms, and --CH 2 --CH 2 --CN, R 3 is a hydrogen atom or an alkyl group with from 1 to 5 carbon atoms and R 4 is a hydrogen atom or an alkyl group with from 1 to 5 carbon atoms or R 3 and R 4 together are a single alkylene group with from 4 to 6 carbon atoms.
Claim 10
Dependent Claim
34 words
The polymeric mixture according to claim 8 wherein R 1 and R 2 are ##STR18## wherein R 5 is an alkyl group with up to eight carbon atoms, and --CH 2 --CH 2 --CN.
Claim 11
Dependent Claim
52 words
The polymeric mixture according to claim 8 wherein R 1 is a hydrogen atom, a hydroxyalkyl or an alkyl group with from 1 to 12 carbon atoms and R 2 is ##STR19## wherein R 5 is an alkyl group of from 1 to eight carbon atoms, and --CH 2 --CH 2 --CN.
Claim 12
Dependent Claim
23 words
The polymeric mixture according to claim 1 wherein the ratio of the mole equivalents of isocyanate to hardener ranges from 1:10 to 10:1.
Claim 13
Dependent Claim
23 words
The polymeric mixture according to claim 1 wherein the ratio of the mole equivalents of isocyanate to hardener ranges from 1:1.1 to 2.5:1.
Claim 14
Dependent Claim
37 words
Method for preparing a mixture capable of hardening with moisture comprising adding organic polyisocyanates or polyepoxides to N,N'-substituted imidazolidine derivatives or to N,N'-substituted hexahydropyrimidine derivatives having at no N-atom a --CO--NH-- grouping, in the absence of moisture.
Claim 15
Dependent Claim
37 words
Method for preparing a mixture capable of hardening with moisture comprising adding organic polyisocyanates or polyepoxides to N,N'-substituted imidazolidine derivatives or to N,N'-substituted hexahydropyrimidine derivatives having at no N-atom a --CO--NH-- grouping, in the absence of moisture.
Claim 16
Dependent Claim
43 words
Method for preparing polyisocyanate polyaddition products or cross-linked polyepoxides in the presence of water comprising reacting organic polyisocyanates or polyepoxides with N,N'-substituted imidazolidine derivatives or with N,N'-substituted hexahydropyrimidine derivatives having at no nitrogen atom a --CO--NH-- grouping, under the hydrolyzing influence of water.
Claim 17
Dependent Claim
43 words
Method for preparing polyisocyanate polyaddition products or cross-linked polyepoxides in the presence of water comprising reacting organic polyisocyanates or polyepoxides with N,N'-substituted imidazolidine derivatives or with N,N'-substituted hexahydropyrimidine derivatives having at no nitrogen atom a --CO--NH-- grouping, under the hydrolyzing influence of water.
References Cited (Backward Citations)
US3787416A
Cited
DE2044719A1
Cited
DE2018233A1
Cited
US3941753A
Cited
US3912691A
Cited
US4024117A
Cited
DE2718100A1
Cited
DE2739313A1
Cited
US4174337A
Cited
US4228294A
Cited
US4221891A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-09-14 | 1985-03-16 | 1985-09-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-09-14 | 1989-03-16 | 1989-09-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-09-14 | 1993-03-16 | 1993-09-15 | $7700.00 | Window Closed / Lapsed |