US4722989A
Expired / Lapsed
US
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Process for producing polyurethane/urea elastomers
Assignee: Air Products and Chemicals Inc
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Filing: 1987-03-16
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Granted: 1988-02-02
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Expires: 2007-03-16
Abstract
Abstract This invention relates to a solvent-free process for producing polyurethane/urea elastomers wherein an aromatic diisocyanate is reacted with a compound having active Zerewitinoff hydrogen atoms and an aromatic diamine chain extender. The improvement for producing urethanes having a wide range of properties comprises including a urethane-linked diisocyanate in the polyurethane urea elastomer. The urethane-linked diisocyanate is one that is formed by reacting toluenediisocyanate or substituent thereof with a short chain diol under conditions such that the urethane linked diisocyanate comprises two equivalents isocyanate per equivalent diol.
Inventors
- 👤 William E. Starner
- 👤 Barton Milligan
- 👤 Jeremiah P. Casey
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 03:22
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/70; C08G18/72; C08G18/80; C08G18/8003; C08G18/8006; C08G18/8009; C08G18/8012; C08G18/8019; C08G18/81; C08G18/8141; C08G18/815; C08G2120/00
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
113 words
In a solvent free process for producing a polyurethane/urea elastomer by reacting an aromatic diisocyanate with a compound having a plurality of active Zerewitinoff hydrogen atoms, the improvement for producing urethane/urea elastomers which comprises: including in said polyurethane/urea elastomer at least a portion of a urethane-linked toluenediisocyanate as said aromatic diisocyanate, said urethane-linked diisocyanate consisting of the reaction product of an isomer mix of 2,4- and 2,6-toluenediisocyanate and a short chain aliphatic diol selected from the group consisting of dipropylene glycol, diethylene glycol, 1,2-butanediol, 1,4-but-2-ene-diol, triethylene glycol and tripropylene glycol, the urethane linked diisocyanate containing from 45 to 90% by wt of the 2,4-toluenediisocyanate isomer and 10 to 55% of the 2,6-toluenediisocyanate isomer.
Claim 2
Dependent Claim
113 words
In a solvent free process for producing a polyurethane/urea elastomer by reacting an aromatic diisocyanate with a compound having a plurality of active Zerewitinoff hydrogen atoms, the improvement for producing urethane/urea elastomers which comprises: including in said polyurethane/urea elastomer at least a portion of a urethane-linked toluenediisocyanate as said aromatic diisocyanate, said urethane-linked diisocyanate consisting of the reaction product of an isomer mix of 2,4- and 2,6-toluenediisocyanate and a short chain aliphatic diol selected from the group consisting of dipropylene glycol, diethylene glycol, 1,2-butanediol, 1,4-but-2-ene-diol, triethylene glycol and tripropylene glycol, the urethane linked diisocyanate containing from 45 to 90% by wt of the 2,4-toluenediisocyanate isomer and 10 to 55% of the 2,6-toluenediisocyanate isomer.
Claim 3
Dependent Claim
15 words
The process of claim 1 wherein the polyurethane/urea elastomer has a chain extender incorporated therein.
Claim 4
Dependent Claim
29 words
The process of claim 2 wherein the urethane-linked toluenediisocyanate is included in a proportion of at least 90% by weight of the total aromatic diisocyanate in said polyurethane/urea elastomer.
Claim 5
Dependent Claim
16 words
The process of claim 3 wherein the compound having active Zerewitinoff hydrogen atoms is a polyol.
Claim 6
Dependent Claim
20 words
The process of claim 4 wherein the polyol is a polyether polyol having a molecular weight from 650 to 2900.
Claim 7
Dependent Claim
13 words
The process of claim 4 wherein the chain extender is an aromatic diamine.
Claim 8
Dependent Claim
14 words
The process of claim 6 wherein the diol in said urethane-linked toluenediisocyanate is 1,2-butanediol.
Claim 9
Dependent Claim
24 words
The process of claim 6 wherein the percent 2,4-isomer in the urethane-linked is from 65-80% and the percent 2,6-isomer is from 20-35% by weight.
Claim 10
Dependent Claim
15 words
The process of claim 8 wherein said polyol is poly tetramethylene glycol or polycaprolactone diol.
Claim 11
Dependent Claim
31 words
The process of claim 6 wherein the aromatic diamine chain extender is selected from the group consisting of methylene bis(orthochloroaniline), C 2-6 alkyl and C 2-6 alkenyl substituted toluenediamine or chlorotoluenediamine.
Claim 12
Dependent Claim
27 words
The process of claim 10 wherein the aromatic diamine chain extender is diethyltoluene diamine or tert-butyl toluenediamine where the tert-butyl group is ortho to an amine group.
Claim 13
Dependent Claim
62 words
In a polyurethane/urea elastomer comprising the reaction product of an aromatic diisocyanate, a compound having active Zerewitinoff hydrogen atoms and a chain extender, the improvement which comprises the utilization of a urethane-linked toluene diisocyanate comprising the reaction product of toluenediisocyanate and a short chain diol selected from the group consisting of dipropylene glycol, diethylene glycol, 1,2-butanediol, 1,4-but-2-ene-diol, triethylene glycol, and tripropylene glycol.
Claim 14
Dependent Claim
62 words
In a polyurethane/urea elastomer comprising the reaction product of an aromatic diisocyanate, a compound having active Zerewitinoff hydrogen atoms and a chain extender, the improvement which comprises the utilization of a urethane-linked toluene diisocyanate comprising the reaction product of toluenediisocyanate and a short chain diol selected from the group consisting of dipropylene glycol, diethylene glycol, 1,2-butanediol, 1,4-but-2-ene-diol, triethylene glycol, and tripropylene glycol.
Claim 15
Dependent Claim
17 words
In the polyurethane elastomer of claim 12 wherein the polyurethane/urea elastomer has a chain extender incorporated therein.
Claim 16
Dependent Claim
30 words
The polyurethane elastomer of claim 13 wherein the urethane-linked toluenediisocyanate is included in a proportion of at least 90% by weight of the total aromatic diisocyanate in said polyurethane/urea elastomer.
Claim 17
Dependent Claim
17 words
The polyurethane elastomer of claim 14 wherein the compound having active Zerewitinoff hydrogen atoms is a polyol.
Claim 18
Dependent Claim
21 words
The polyurethane elastomer of claim 15 wherein the polyol is a polyether polyol having a molecular weight from 650 to 2900.
Claim 19
Dependent Claim
14 words
The polyurethane elastomer of claim 15 wherein the chain extender is an aromatic diamine.
Claim 20
Dependent Claim
15 words
The polyurethane elastomer of claim 17 wherein the diol in said urethane-linked toluenediisocyanate is 1,2-butanediol.
Claim 21
Dependent Claim
25 words
The polyurethane elastomer of claim 18 wherein the percent 2,4-isomer in the urethane-linked is from 65-80% and the percent 2,6-isomer is from 20-35% by weight.
Claim 22
Dependent Claim
15 words
The polyurethane elastomer of claim 19 wherein said polyol is polytetramethylene glycol or polycaprolactone diol.
Claim 23
Dependent Claim
32 words
The polyurethane elastomer of claim 17 wherein the aromatic diamine chain extender is selected from the group consisting of methylene bis(orthochloroaniline), C 2-6 alkyl and C 2-6 alkenyl substituted toluenediamine or chlorotoluenediamine.
Claim 24
Dependent Claim
28 words
The polyurethane elastomer of claim 21 wherein the aromatic diamine chain extender is diethyltoluene diamine or tert-butyl toluenediamine where the tert-butyl group is ortho to an amine group.
Claim 25
Dependent Claim
18 words
The polyurethane elastomer of claim 17 wherein the aromatic diamine has been reacted with ethylene or propylene oxide.
References Cited (Backward Citations)
US3456037A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1991-02-01 | 1991-08-03 | 1992-02-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-02-01 | 1995-08-03 | 1996-02-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-02-01 | 1999-08-03 | 2000-02-02 | $7700.00 | Window Closed / Lapsed |