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US4587322A
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Process for the production of urethane-modified polyisocyanate compositions using a hydantoin having two hydroxyl alkyl substituents
Assignee: Bayer AG
•
Filing: 1985-02-04
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Granted: 1986-05-06
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Expires: 2005-02-04
Abstract
Abstract Urethane-modified polyisocyanate compositions are made by reacting (a) an organic polyisocyanate or mixture of polyisocyanates having an NCO-content of from 5 to 45 wt % with (b) a hydantoin having an OH number of from 56 to 596 and containing two alcoholic hydroxyl groups. These reactants are used in quantities such that the NCO:OH equivalent ratio is from 2:1 to 50:1. The preferred polyisocyanates are 4,4'-diisocyanatodiphenylmethane and isomer mixtures thereof. The most preferred hydantoin is 5,5-dimethyl hydantoin. These urethane-modified polyisocyanates are particularly useful in the production of polyisocyanate addition products such as polyurethanes and polyisocyanurates.
Inventors
- 👤 Werner Rasshofer
- 👤 Reiner Paul
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 16:04
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/70; C08G18/72; C08G18/80; C08G18/8003; C08G18/8054; C08G18/8058
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
86 words
A process for the production of urethane-modified polyisocyanate compositions having an isocyanate content of from 5 to 45 wt % comprising reacting (a) an organic polyisocyanate or a mixture of organic polyisocyanates having an isocyanate content of from 30 to 50 wt % with (b) at least one hydantoin having an OH number of from 56 to 596 containing two alcoholic hydroxyl groups which hydantoin has hydroxyalkyl substituents on its nitrogen atoms in quantities such that an NCO:OH equivalent ratio of 2:1 to 50:1 is achieved.
Claim 2
Dependent Claim
86 words
A process for the production of urethane-modified polyisocyanate compositions having an isocyanate content of from 5 to 45 wt % comprising reacting (a) an organic polyisocyanate or a mixture of organic polyisocyanates having an isocyanate content of from 30 to 50 wt % with (b) at least one hydantoin having an OH number of from 56 to 596 containing two alcoholic hydroxyl groups which hydantoin has hydroxyalkyl substituents on its nitrogen atoms in quantities such that an NCO:OH equivalent ratio of 2:1 to 50:1 is achieved.
Claim 3
Dependent Claim
13 words
The process of claim 1 in which the hydantoin (b) contains ether bridges.
Claim 4
Dependent Claim
27 words
The process of claim 1 in which component (b) further includes up to 50 hydroxyl equivalent percent of an organic polyhydroxyl compound which is not a hydantoin.
Claim 5
Dependent Claim
122 words
The process of claim 1 in which the hydantoin used as component (b) corresponds to the formula ##STR5## in which R 1 and R 2 which may be the same or different, each represents an alkyl radical or, together with the carbon atom of the heterocyclic ring form a cycloaliphatic ring, X represents a straight-chain or branched alkylene radical containing from 2 to 6 carbon atoms or a radical of a polyalkylene ether chain from which the terminal oxygen atom has been removed and Y represents a radical within the definition of "X" or a radical corresponding to the formula ##STR6## in which R 1 , R 2 and X are as defined above and Z represents a difunctional hydrocarbon carbon radical.
Claim 6
Dependent Claim
87 words
The process of claim 4 in which the radicals R 1 , R 2 , X and Y in formula (I) are as follows: R 1 and R 2 which may be the same or different, each represents an alkyl radical having from 1 to 4 carbon atoms or, together with the carbon atom of the heterocyclic ring form a cycloaliphatic hydrocarbon radical containing 5 or 6 carbon atoms and X and Y which may be the same or different, each represents ethylene or a 1,2-propylene radical.
Claim 7
Dependent Claim
69 words
The process of claim 5 in which the organic polyisocyanate (a) is selected from the group consisting of: (1) 4,4'-diisocyanatodiphenylmethane, (2) mixtures of 4,4'-diisocyanatodiphenylmethane and 2,4'-diisocyanatodiphenylmethane, (3) mixtures of 4,4'-diisocyanatodiphenylmethane, 2,4'-diisocyanatodiphenylmethane and 2,2'-diisocyanatodiphenylmethane, (4) crude phosgenation products of aniline/formaldehyde condensates, and (5) mixtures of any of the above-enumerated diisocyanates with up to 50 equivalent percent of the total isocyanate mixture constituting an aromatic polyisocyanate different from the enumerated diisocyanates.
Claim 8
Dependent Claim
72 words
The process of claim 1 in which the organic polyisocyanate (a) is selected from the group consisting of: (1) 4,4'-diisocyanatodiphenylmethane, (2) mixtures of 4,4'-diisocyanatodiphenylmethane and 2,4'-diisocyanatodiphenylmethane, (3) mixtures of 4,4'-diisocyanatodiphenylmethane, 2,4'-diisocyanatodiphenylmethane and 2,2'-diisocyanatodiphenylmethane, (4) crude phosgenation products of aniline/formaldehyde condensates, and (5) mixtures of any of the above-enumerated diisocyanates with up to 50 equivalent percent of the total isocyanate mixture constituting an aromatic polyisocyanate different from the above-listed diisocyanates (1) through (4).
Claim 9
Dependent Claim
27 words
A process for the production of polyisocyanate addition products comprising reacting the urethane-modified polyisocyanate composition of claim 1 with a compound having at least two isocyanate-reactive groups.
References Cited (Backward Citations)
US2850474A
Cited
US2995530A
Cited
US3365426A
Cited
US3644457A
Cited
US3635845A
Cited
US3681282A
Cited
US3839354A
Cited
US3883571A
Cited
GB1430455A
Cited
GB1369334A
Cited
US3928289A
Cited
GB1450660A
Cited
GB1444192A
Cited
US4002798A
Cited
US4017650A
Cited
DE2523615A1
Cited
US4031026A
Cited
GB1577767A
Cited
US4125545A
Cited
US4055548A
Cited
US4118411A
Cited
US4115429A
Cited
DE2750722A1
Cited
US4229347A
Cited
CA1129599A
Cited
US4261852A
Cited
US4234714A
Cited
US4321333A
Cited
CA1178603A
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 |