US4745223A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Mono-tertiary-alkylated toluenediamine and derivatives
Assignee: Air Products and Chemicals Inc
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Filing: 1985-08-23
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Granted: 1988-05-17
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Expires: 2005-08-23
Abstract
Abstract This invention relates to a class of tertiary-alkyltoluenediamines having alkyl groups ortho to an amine group. More particularly the aromatic diamines are represented by the formulas: ##STR1## wherein R 1 , R 2 and R 3 are C 1-3 alkyl groups or R 2 and R 3 are combined to form a C 5-6 membered ring. The above described alkylated aromatic diamines have been found to be well suited for use as a chain extender in forming polyurethane/urea elastomer systems and the mono tert-butyltoluenediamine isomers have been found to be nonmutagenic in the Ames test.
Inventors
- 👤 William F. Burgoyne, Jr.
- 👤 Jeremiah P. Casey
- 👤 Dale D. Dixon
- 👤 Barton Milligan
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 11:34
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/30; C08G18/32; C08G18/3225; C08G18/3237; C08G18/324; C07; C07C; C07C211/00; C07C211/43; C07C211/44; C07C211/49; C07C211/50; C08G2120/00
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
46 words
A toluenediamine composition having an alkyl substituent having a tertiary carbon atom represented by the formula: ##STR7## wherein R 1 , R 2 and R 3 are C 1-3 alkyl groups or R 2 and R 3 are combined to form a C 5-6 membered ring.
Claim 2
Dependent Claim
46 words
A toluenediamine composition having an alkyl substituent having a tertiary carbon atom represented by the formula: ##STR7## wherein R 1 , R 2 and R 3 are C 1-3 alkyl groups or R 2 and R 3 are combined to form a C 5-6 membered ring.
Claim 3
Dependent Claim
10 words
The composition of claim 1 wherein said composition is 2,6-diamino-3-tert-butyltoluene.
Claim 4
Dependent Claim
21 words
The composition of claim 1 wherein the composition contains approximately 80% by weight of 2,4-diamino-5-tert-butyltoluene and 20% by weight of 2,6-diamino-3-tert-butyltoluene.
Claim 5
Dependent Claim
24 words
The composition of claim 1 wherein R 1 is ethyl and R 2 is methyl or ethyl and R 3 is a methyl group.
Claim 6
Dependent Claim
26 words
The composition of claim 1 wherein R 1 is methyl and R 2 and R 3 are combined into a ring having from 5-6 carbon atoms.
Claim 7
Dependent Claim
19 words
The composition of claim 6 wherein R 1 is ethyl R 2 is ethyl and R 3 is methyl.
Claim 8
Dependent Claim
20 words
The composition of claim 1 wherein R 2 and R 3 are combined and represent a six carbon membered ring.
Claim 9
Dependent Claim
21 words
The composition of claim 1 wherein R 1 is methyl and R 2 and R 3 are methyl or ethyl groups.
Claim 10
Dependent Claim
20 words
The composition of claim 1 wherein R 2 and R 3 are combined to form a 5 carbon membered ring.
Claim 11
Dependent Claim
27 words
A toluenediamine composition containing approximately 65-80% by weight of 2,4-diamino-5-tert-butyltoluene, 20-35% by weight of 2,6-diamino-3-tert-butyltoluene, and 0-5% by weight of either 3,4 diamino-5-tert-butyltoluene and 2,3-diamino-4-tert-butyltoluene or both.
Claim 12
Dependent Claim
27 words
A toluenediamine composition containing approximately 65-80% by weight of 2,4-diamino-5-tert-butyltoluene, 20-35% by weight of 2,6-diamino-3-tert-butyltoluene, and 0-5% by weight of either 3,4 diamino-5-tert-butyltoluene and 2,3-diamino-4-tert-butyltoluene or both.
References Cited (Backward Citations)
US2737536A
Cited
US2706735A
Cited
US2762845A
Cited
DE1051271B
Cited
US3275690A
Cited
US2963504A
Cited
GB846226A
Cited
US3222401A
Cited
US3428610A
Cited
US3794621A
Cited
US3991023A
Cited
US4218543A
Cited
US4365051A
Cited
EP0069286A1
Cited
US4526905A
Cited
US4440952A
Cited
US4529746A
Cited
US4482690A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-05-17 | 1991-11-16 | 1992-05-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-05-17 | 1995-11-16 | 1996-05-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-05-17 | 1999-11-16 | 2000-05-17 | $7700.00 | Window Closed / Lapsed |