US4211699A
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Isocyanate adduct diols
Assignee: Bayer AG
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Filing: 1978-02-21
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Granted: 1980-07-08
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Expires: 1998-02-21
Abstract
Abstract Isocyanate adduct diols of the formula M--CO--NH--D'--NH--CO--A in which M is derived from an amino diol or a hydrazino diol, D' represents the divalent radical of an organic diisocyanate, and A is an isocyanate masking group; and a process for their production.
Inventors
- 👤 Hans D. Winkelmann
- 👤 Karlheinz Wolf
- 👤 Harald Oertel
- 👤 Norbert Weimann
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 13:02
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/30; C08G18/38; C08G18/3819; C07; C07C; C07C275/00; C07C275/28; C07D; C07D223/00; C07D223/02; C07D223/06; C07D223/08; C07D223/10
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
137 words
An isocyanate adduct diol corresponding to the formula M--CO--NH--D'--NH--CO--A in which M corresponds to the formula ##STR19## where R 1 and R 2 may be the same or different and represent a straight chain or branched alkylene radical with up to 12 carbon atoms or a cyclohexylene radical, and x=0 or 1 or M corresponds to the formula ##STR20## in which R 1 and R 2 are the same or different and each represents a straight chain or branched alkylene radical with up to 12 carbon atoms or a cyclohexylene radical, and R 4 represents hydrogen and/or C 1 -C 4 alkyl D' represents a divalent radical derived from diphenyl methane-4,4'-diisocyanate, tolylene-2,4-diisocyanate, tolylene-2,6-diisocyanate, phenylene-1,3-diisocyanate, phenylene-1,4-diisocyanate or diphenyl ether-4,4'-diisocyanate and A is an isocyanate masking group derived from pyrrolidone, α-piperidone, ε-caprolactam, methyl caprolactam, γ-ethyl caprolactam or γ-tert.-butyl caprolactam.
Claim 2
Dependent Claim
137 words
An isocyanate adduct diol corresponding to the formula M--CO--NH--D'--NH--CO--A in which M corresponds to the formula ##STR19## where R 1 and R 2 may be the same or different and represent a straight chain or branched alkylene radical with up to 12 carbon atoms or a cyclohexylene radical, and x=0 or 1 or M corresponds to the formula ##STR20## in which R 1 and R 2 are the same or different and each represents a straight chain or branched alkylene radical with up to 12 carbon atoms or a cyclohexylene radical, and R 4 represents hydrogen and/or C 1 -C 4 alkyl D' represents a divalent radical derived from diphenyl methane-4,4'-diisocyanate, tolylene-2,4-diisocyanate, tolylene-2,6-diisocyanate, phenylene-1,3-diisocyanate, phenylene-1,4-diisocyanate or diphenyl ether-4,4'-diisocyanate and A is an isocyanate masking group derived from pyrrolidone, α-piperidone, ε-caprolactam, methyl caprolactam, γ-ethyl caprolactam or γ-tert.-butyl caprolactam.
Claim 3
Dependent Claim
51 words
The isocyanate adduct diol as claimed in claim 1, in which M corresponds to the formula: ##STR21## where R 1 and R 2 may be the same or different and represent a straight-chain or branched alkylene radical with up to 12 carbon atoms or a cycloalkylene radical, and x=0 or 1.
Claim 4
Dependent Claim
48 words
The isocyanate adduct diol as claimed in claim 2 in which R 1 represents the radical ##STR22## with R 3 =hydrogen or C 1 --C 4 --alkyl, R 2 represents a straight-chain or branched alkylene radical with up to 12 carbon atoms or a cyclohexylene radical, and x=0.
Claim 5
Dependent Claim
14 words
The isocyanate adduct diol as claimed in claim 3, wherein R 3 is methyl.
Claim 6
Dependent Claim
60 words
The isocyanate adduct diol as claimed in claim 1, in which M corresponds to the general formula: ##STR23## in which R 1 and R 2 are the same or different and each represents a straight-chain or branched alkylene radical with up to 12 carbon atoms or a cycloalkylene radical, and R 4 represents hydrogen and/or C 1 --C 4 --alkyl.
Claim 7
Dependent Claim
14 words
The isocyanate adduct diol as claimed in claim 5, wherein R 4 is methyl.
Claim 8
Dependent Claim
113 words
A process for producing an isocyanate adduct diol as defined in claim 1 which comprises reacting an organic diisocyanate selected from the group consisting of diphenyl methane-4,4'-diisocyanate, tolylene-2,4-diisocyanate, tolylene-2,6-diisocyanate, phenylene-1,3-diisocyanate, phenylene-1,4-diisocyanate and diphenyl ether-4,4'-diisocyanate with two mols of a compound selected from the group consisting of pyrrolidone, α-piperidone, ε-caprolactam, methyl caprolactam, γ-ethyl caprolactam and γ-tert.-butyl caprolactam to form a bis-adduct, and reacting said bis-adduct with one equivalent of a compound of the formula ##STR24## or a compound of the formula ##STR25## wherein, in each formula, R 1 and R 2 can be the same or different and represent straight or branched alkylene radicals having up to 12 carbon atoms or a cyclohexylene radical.
Claim 9
Dependent Claim
117 words
A process for the production of an isocyanate adduct diol as defined in claim 1 which comprises reacting an organic diisocyanate selected from the group consisting of diphenyl methane-4,4'-diisocyanate, tolylene-2,4-diisocyanate, tolylene-2,6-diisocyanate, phenylene-1,3-diisocyanate, phenylene-1,4-diisocyanate, and diphenyl ether-4,4'-diisocyanate with one equivalent of a compound selected from the group consisting of pyrollidone, α-piperidone, ε-caprolactam, methyl caprolactam, γ-ethyl carpolactam and γ-tert.-butyl caprolactam to form an adduct and reacting the adduct thus formed with one equivalent of a compound of the formula ##STR26## or a compound of the formula ##STR27## wherein, in each formula, R 1 and R 2 are the same or different and represent straight chain or branched alkylene radicals having up to 12 carbon atoms or a cyclohexylene radical.
Claim 10
Dependent Claim
57 words
The process as claimed in claim 7, wherein the adduct is reacted with a compound of the formula ##STR28## in which R 1 represents the radical ##STR29## with R 3 =hydrogen or C 1 --C 4 --alkyl, and R 2 represents a straight-chain or branched alkylene radical containing up to 12 carbon atoms or a cycloalkylene radical.
Claim 11
Dependent Claim
57 words
The process as claimed in claim 8, wherein the adduct is reacted with a compound of the formula ##STR30## in which R 1 represents the radical ##STR31## with R 3 =hydrogen or C 1 --C 4 --alkyl, and R 2 represents a straight-chain or branched alkylene radical containing up to 12 carbon atoms or a cycloalkylene radical.
Claim 12
Dependent Claim
12 words
The process as claimed in claim 9, wherein R 3 represents methyl.
Claim 13
Dependent Claim
12 words
The process as claimed in claim 10, wherein R 3 represents methyl.
References Cited (Backward Citations)
US3987033A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-07-08 | 1984-01-07 | 1984-07-08 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-07-08 | 1988-01-07 | 1988-07-08 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-07-08 | 1992-01-07 | 1992-07-08 | $7700.00 | Window Closed / Lapsed |