Patent US4937306A successfully refreshed from Google Patents.
US4937306A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Aromatic diamine catalytic chain extenders
Assignee: Air Products and Chemicals Inc
•
Filing: 1988-11-02
•
Granted: 1990-06-26
•
Expires: 2008-11-02
Abstract
Abstract The present invention relates to a process for the production of polyurethanes wherein a tertiary amine functionality is incorporated into the side chain of an aromatic diamine, preferably a diaminobenzamide, to form a catalytic polyurethane chain extender. These chain extenders are polyurethane catalysts that provide adequate cure without residual odor and safety hazards associated with the more traditional tertiary amine catalysts. When reacted with the isocyanate reactive group the non-tertiary amine portion of the chain extender is bound to the polymeric network. Diffusion of the catalyst species from the polyurethane has been prevented, thus negating odor and toxicity as problems. The aromatic diamine provides enhanced polyurethane physical properties.
Inventors
- 👤 Jeremiah P. Casey
- 👤 Susan M. Clift
- 👤 Kenneth M. Kem
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 16:37
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/30; C08G18/38; C08G18/3819; C08G18/3823; C08G18/3825; C08G18/08; C08G18/16; C08G18/18; C08G18/1825; C08G18/1841; C08G18/32; C08G18/3225; C08G18/3246; C08G18/325
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
99 words
In a process for the preparation of a polyurethane composition by reacting a polyisocyanate, a polyol, a chain extender and a catalyst, the improvement which comprises reacting a catalytic chain extender comprising an aromatic diamine having tertiary amine functionality incorporated into a side chain of the aromatic diamine, said diamine represented by the following formulae: ##STR16## wherein A=H, C 1-4 alkyl, C 2-6 alkoxyalkyl or B; and ##STR17## and R 1 =(CH 2 ) n n=2-5 R 2 , R 3 =C 1-4 alkyl or C 2-6 alkoxyalkyl, R 4 =C 2-9 alkyl and R 5 =C 1-4 alkyl.
Claim 2
Dependent Claim
99 words
In a process for the preparation of a polyurethane composition by reacting a polyisocyanate, a polyol, a chain extender and a catalyst, the improvement which comprises reacting a catalytic chain extender comprising an aromatic diamine having tertiary amine functionality incorporated into a side chain of the aromatic diamine, said diamine represented by the following formulae: ##STR16## wherein A=H, C 1-4 alkyl, C 2-6 alkoxyalkyl or B; and ##STR17## and R 1 =(CH 2 ) n n=2-5 R 2 , R 3 =C 1-4 alkyl or C 2-6 alkoxyalkyl, R 4 =C 2-9 alkyl and R 5 =C 1-4 alkyl.
Claim 3
Dependent Claim
60 words
The process of claim 1 wherein said aromatic diamine is a diaminobenzamide represented by the formulae: ##STR18## wherein: A=H, C 1-4 alkyl, C 2-6 alkoxyalkyl or B; and ##STR19## and R 1 =(CH 2 ) n n=2-5 R 2 , R 3 =C 1-4 alkyl or C 2-6 alkoxyalkyl, R 4 =C 2-9 alkyl and R 5 =C 1-4 alkyl.
Claim 4
Dependent Claim
59 words
The process of claim 1 wherein said aromatic diamine is selected from the group consisting of N,N-bis(3-dimethylaminopropyl)-diaminobenzamide, (2-morpholinoethyl)-diaminobenzamide, N,N-dimethylaminoethyl-N'-methyl-diaminobenzamide, N 1 -(2-methoxyethyl)-N4-(diaminobenzoyl)piperazine, N 1 -ethyl-N 4 -(diaminobenzoyl)-piperazine, N 1 -methyl- 4 -(diaminobenzoyl)-piperazine, (2-dimethylaminoethyoxyethyl)diaminobenzamide, and mixtures thereof, and wherein the diaminobenzamide or the diaminobenzoyl is selected from the group consisting of 2,3; 2,4; 2,6; 3,4; 3,5 isomers and mixtures thereof.
Claim 5
Dependent Claim
71 words
A polyurethane composition obtained by reacting a polyisocyanate, a polyol and a catalytic chain extender wherein the catalytic chain extender comprises a diaminobenzamide represented by the formulae: ##STR20## wherein A=H, C 1-4 alkyl, C 2-6 alkoxyalkyl or B; and ##STR21## and R 1 =(CH 2 ) n n=2-5 R 2 , R 3 =C 1-4 alkyl or C 2-6 alkoxyalkyl, R 4 =C 2-9 alkyl and R 5 =C 1-4 alkyl.
Claim 6
Dependent Claim
71 words
A polyurethane composition obtained by reacting a polyisocyanate, a polyol and a catalytic chain extender wherein the catalytic chain extender comprises a diaminobenzamide represented by the formulae: ##STR20## wherein A=H, C 1-4 alkyl, C 2-6 alkoxyalkyl or B; and ##STR21## and R 1 =(CH 2 ) n n=2-5 R 2 , R 3 =C 1-4 alkyl or C 2-6 alkoxyalkyl, R 4 =C 2-9 alkyl and R 5 =C 1-4 alkyl.
References Cited (Backward Citations)
US3248369A
Cited
US3630987A
Cited
US3794621A
Cited
US4039514A
Cited
US4054556A
Cited
US3839292A
Cited
US4026840A
Cited
US4101470A
Cited
US4133943A
Cited
US4222955A
Cited
US4254272A
Cited
US4309378A
Cited
US4326042A
Cited
US4350778A
Cited
US4500654A
Cited
US4519432A
Cited
US4482690A
Cited
US4595743A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-06-25 | 1993-12-25 | 1994-06-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-06-25 | 1997-12-25 | 1998-06-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-06-25 | 2001-12-25 | 2002-06-26 | $7700.00 | Window Closed / Lapsed |