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US5144031A
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Process for the production of isocyanurate polyisocyanates, the compounds obtained by this process and their use
Assignee: Bayer AG
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Filing: 1991-05-06
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Granted: 1992-09-01
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Expires: 2011-05-06
Abstract
Abstract The present invention relates to a process for the production of isocyanurate group-containing polyisocyanates by partially trimerizing the isocyanate groups of (cyclo)aliphatic diisocyanates in the presence of catalysts which accelerate the trimerization of isocyanate groups and optionally in the presence of an inert solvent, terminating the trimerization reaction at the desired degree of trimerization and removing unreacted starting diisocyanate and any other volatile constituents, characterized in that at least one monohydric alcohol containing ester groups corresponding to the formula ##STR1## is added to the reaction mixture prior to removing the excess starting diisocyanate in a quantity of 1 to 30% by weight, based on the weight of the diisocyanate starting material, and reacted with a portion of the isocyanate groups to form urethane groups, provided that after the trimerization and urethanization reactions, the reaction mixture contains at least 10% by weigth of unreacted starting diisocyanate, based on the weight of the reaction mixture excluding the weight of inert solvent. The present invention also relates to the isocyanurate polyisocyanates obtained by this process and to their use, optionally after blocking with blocking agents for isocyanate groups, for the production of polyurethane plastics and, more particularly, two-component polyurethane coating compositions.
Inventors
- 👤 Josef Pedain
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 17:39
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/70; C08G18/72; C08G18/80; C08G18/8061; C08G18/8064; C07; C07D; C07D251/00; C07D251/02; C07D251/12; C07D251/26; C07D251/30; C07D251/34; C08G18/28; C08G18/30; C08G18/32; C08G18/3225; C08G18/3253; C08G18/3256; C08G18/77; C08G18/78; C08G18/79; C08G18/791; C08G18/792
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
200 words
A process for the production of an isocyanurate group-containing polyisocyanate which comprises a) partially trimerizing the isocyanate groups of a (cyclo)aliphatic diisocyanate in the presence of a catalyst which accelerates the trimerization of isocyanate groups and optionally in the presence of an inert solvent, b) terminating the trimerization reaction at the desired degree of trimerization required and c) removing unreacted starting diisocyanate and any other volatile constituents, said process additionally comprising d) adding to the reaction mixture prior to step c) 1 to 30% by weight, based on the weight of said diisocyanate, of at least one monohydric alcohol containing ester groups and corresponding to the formula ##STR6## wherein R is an optionally olefinically unsaturated (cyclo)aliphatic C 1-18 hydrocarbon radical which may contain ether groups, m is a whole or a fractional number having a value from 1 to 2 and n is an integer of 3 to 5, and reacting said alcohol with a portion of the isocyanate groups present to form urethane groups, provided that on completion of the reactions of steps a) and d), the reaction mixture contains at least 10% by weight of unreacted diisocyanate, based on the weight of the reaction mixture excluding inert solvent.
Claim 2
Dependent Claim
200 words
A process for the production of an isocyanurate group-containing polyisocyanate which comprises a) partially trimerizing the isocyanate groups of a (cyclo)aliphatic diisocyanate in the presence of a catalyst which accelerates the trimerization of isocyanate groups and optionally in the presence of an inert solvent, b) terminating the trimerization reaction at the desired degree of trimerization required and c) removing unreacted starting diisocyanate and any other volatile constituents, said process additionally comprising d) adding to the reaction mixture prior to step c) 1 to 30% by weight, based on the weight of said diisocyanate, of at least one monohydric alcohol containing ester groups and corresponding to the formula ##STR6## wherein R is an optionally olefinically unsaturated (cyclo)aliphatic C 1-18 hydrocarbon radical which may contain ether groups, m is a whole or a fractional number having a value from 1 to 2 and n is an integer of 3 to 5, and reacting said alcohol with a portion of the isocyanate groups present to form urethane groups, provided that on completion of the reactions of steps a) and d), the reaction mixture contains at least 10% by weight of unreacted diisocyanate, based on the weight of the reaction mixture excluding inert solvent.
Claim 3
Dependent Claim
19 words
The process of claim 1 wherein R is a saturated aliphatic C 1-12 hydrocarbon radical and n is 5.
Claim 4
Dependent Claim
10 words
The process of claim 1 wherein said diisocyanate comprises hexane-1,6-diisocyanate.
Claim 5
Dependent Claim
10 words
The process of claim 2 wherein said diisocyanate comprises hexane-1,6-diisocyanate.
Claim 6
Dependent Claim
200 words
An isocyanurate group-containing polyisocyanate which is prepared by a process which comprises a) partially trimerizing the isocyanate groups of a (cyclo)aliphatic diisocyanate in the presence of a catalyst which accelerates the trimerization of isocyanate groups and optionally in the presence of an inert solvent, b) terminating the trimerization reaction at the desired degree of trimerization required and c) removing unreacted starting diisocyanate and any other volatile constituents, said process additionally comprising d) adding to the reaction mixture prior to step c) 1 to 30% by weight, based on the weight of said diisocyanate, of at least one monohydric alcohol containing ester groups and corresponding to the formula ##STR7## wherein R is an optionally olefinically unsaturated (cyclo)aliphatic C 1-18 hydrocarbon radical which may contain ether groups, m is a whole or a fractional number having a value from 1 to 2 and n is an integer of 3 to 5, and reacting said alcohol with a portion of the isocyanate groups present to form urethane groups, provided that on completion of the reactions of steps a) and d), the reaction mixture contains at least 10% by weight of unreacted diisocyanate, based on the weight of the reaction mixture excluding inert solvent.
Claim 7
Dependent Claim
200 words
An isocyanurate group-containing polyisocyanate which is prepared by a process which comprises a) partially trimerizing the isocyanate groups of a (cyclo)aliphatic diisocyanate in the presence of a catalyst which accelerates the trimerization of isocyanate groups and optionally in the presence of an inert solvent, b) terminating the trimerization reaction at the desired degree of trimerization required and c) removing unreacted starting diisocyanate and any other volatile constituents, said process additionally comprising d) adding to the reaction mixture prior to step c) 1 to 30% by weight, based on the weight of said diisocyanate, of at least one monohydric alcohol containing ester groups and corresponding to the formula ##STR7## wherein R is an optionally olefinically unsaturated (cyclo)aliphatic C 1-18 hydrocarbon radical which may contain ether groups, m is a whole or a fractional number having a value from 1 to 2 and n is an integer of 3 to 5, and reacting said alcohol with a portion of the isocyanate groups present to form urethane groups, provided that on completion of the reactions of steps a) and d), the reaction mixture contains at least 10% by weight of unreacted diisocyanate, based on the weight of the reaction mixture excluding inert solvent.
Claim 8
Dependent Claim
19 words
The polyisocyanate of claim 5 wherein R is a saturated aliphatic C 1-12 hydrocarbon radical and n is 5.
Claim 9
Dependent Claim
10 words
The polyisocyanate of claim 5 wherein said diisocyanate comprises hexane-1,6-diisocyanate.
Claim 10
Dependent Claim
10 words
The polyisocyanate of claim 6 wherein said diisocyanate comprises hexane-1,6-diisocyanate.
Claim 11
Dependent Claim
29 words
A composition comprising the isocyanurate group-containing polyisocyanate of claim 5, wherein the isocyanate are optionally blocked with blocking agents, and a compound which contains at least two isocyanate-reactive groups.
References Cited (Backward Citations)
GB920080A
Cited
US3487080A
Cited
US3635848A
Cited
US3891579A
Cited
US4302351A
Cited
US4159376A
Cited
US4145544A
Cited
US4128537A
Cited
US4324879A
Cited
US4487928A
Cited
US4326043A
Cited
US4359541A
Cited
US4412073A
Cited
US4537961A
Cited
US4604418A
Cited
DE3240613A1
Cited
US4485226A
Cited
US4675401A
Cited
JPS61151179A
Cited
US4789705A
Cited
US4870152A
Cited
US5043092A
Cited
DE3811350A1
Cited
US5076958A
Cited
US5064960A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1995-09-01 | 1996-03-02 | 1996-09-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-09-01 | 2000-03-02 | 2000-09-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-09-01 | 2004-03-02 | 2004-09-01 | $7700.00 | Window Closed / Lapsed |