US4352913A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Dimethylamino derivatives and their use
Assignee: Novartis Corp
•
Filing: 1981-08-21
•
Granted: 1982-10-05
•
Expires: 2001-08-21
Abstract
Abstract (Dimethylaminoalkyl)carboxylic and -carbamic acid esters and (dimethylaminoalkyl) ethers and ureas are compounds which are especially suitable for use as amine curing agents for polyepoxide compounds. They impart longer curing times to the curable mixtures and thus good processing properties, especially when the mixtures are used as adhesives. In addition, the mechanical properties are often improved. Further, these compounds afford advantages when used as curing agents on account of their low volatility.
Inventors
- 👤 Helmut Zondler
- 👤 Roland Moser
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 02:00
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/18; C08G59/40; C08G59/4007; C08G59/4014; C07; C07C; C07C275/00; C07C275/04; C07C275/06; C07C275/14; C07C275/16; C07C275/28; C08G59/50; C08G59/52
Claims Analysis
Total Claims: 4
Claim 1
Independent Claim
363 words
A curable mixture containing (a) a polyepoxide compound which contains on average more than one epoxy group in the molecule and (b) a curing agent which is a dimethylamino derivative of the formula I ##STR47## wherein X is 1,3-propylene or ethylene or alkyl-substituted ethylene, and R is the radical of the formulae ##STR48## OR 4 (VII) or OR 11 OXN(CH 3 ) 2 (XI), wherein R 1 is alkyl, cycloalkyl, or aryl or aralkyl which is unsubstituted or substituted by halogen or C 1 -C 4 alkyl, Y is a direct bond, alkylene, alkenylene, cycloalkylene or arylene, R 2 is a hydrogen atom or has the meaning of R 3 , and R 3 is alkyl, cycloalkyl, or aryl or aralkyl which is unsubstituted or substituted by C 1 -C 4 alkyl or halogen, R 4 is alkyl, alkenyl, cycloalkyl, cycloalkylalkylene, or aryl or aralkyl which is unsubstituted or substituted by C 1 -C 4 alkyl or halogen, or is ##STR49## wherein R 5 is a hydrogen atom or methyl and Z is CN, CH 2 NH 2 or CH 2 N(CH 3 ) 2 , and R 11 is alkylene, cycloalkylene or arylene, and X is additionally neopentylene if R is the radical OR 4 , or X is ethylene, 1,3-propylene or 1,3-propylene which is substituted in the 1- or 2-position by methyl, and R is the radical of the formulae ##STR50## wherein each or X and Y independently is as defined above, n is 0 or 1, R 6 is a hydrogen atom, alkyl, cycloalkyl, β-cyanoethyl or β-cyanoethyl which is substituted in the 1- or -2 position by methyl, R 7 is alkyl, alkenyl, cyclalkyl, aryl, aralkyl, alkaryl or alkaralkyl, each of R 8 and R 10 is a hydrogen atom and R 9 is alkyl, cycloalkyl, aryl, aralkyl, alkaryl, alkaralkyl, 3-(dimethylamino) propyl, or each of R 8 and R 9 independently is C 1 -C 4 alkyl or phenyl and R 10 is a hydrogen atom or R 8 is a hydrogen atom, R 9 is alkyl, cycloalkyl, aryl, aralkyl, alkaryl or aralkaryl, and R 10 is β-cyanoethyl or β-cyanoethyl which is substituted in the 1- or 2-position by methyl.
Claim 2
Dependent Claim
363 words
A curable mixture containing (a) a polyepoxide compound which contains on average more than one epoxy group in the molecule and (b) a curing agent which is a dimethylamino derivative of the formula I ##STR47## wherein X is 1,3-propylene or ethylene or alkyl-substituted ethylene, and R is the radical of the formulae ##STR48## OR 4 (VII) or OR 11 OXN(CH 3 ) 2 (XI), wherein R 1 is alkyl, cycloalkyl, or aryl or aralkyl which is unsubstituted or substituted by halogen or C 1 -C 4 alkyl, Y is a direct bond, alkylene, alkenylene, cycloalkylene or arylene, R 2 is a hydrogen atom or has the meaning of R 3 , and R 3 is alkyl, cycloalkyl, or aryl or aralkyl which is unsubstituted or substituted by C 1 -C 4 alkyl or halogen, R 4 is alkyl, alkenyl, cycloalkyl, cycloalkylalkylene, or aryl or aralkyl which is unsubstituted or substituted by C 1 -C 4 alkyl or halogen, or is ##STR49## wherein R 5 is a hydrogen atom or methyl and Z is CN, CH 2 NH 2 or CH 2 N(CH 3 ) 2 , and R 11 is alkylene, cycloalkylene or arylene, and X is additionally neopentylene if R is the radical OR 4 , or X is ethylene, 1,3-propylene or 1,3-propylene which is substituted in the 1- or 2-position by methyl, and R is the radical of the formulae ##STR50## wherein each or X and Y independently is as defined above, n is 0 or 1, R 6 is a hydrogen atom, alkyl, cycloalkyl, β-cyanoethyl or β-cyanoethyl which is substituted in the 1- or -2 position by methyl, R 7 is alkyl, alkenyl, cyclalkyl, aryl, aralkyl, alkaryl or alkaralkyl, each of R 8 and R 10 is a hydrogen atom and R 9 is alkyl, cycloalkyl, aryl, aralkyl, alkaryl, alkaralkyl, 3-(dimethylamino) propyl, or each of R 8 and R 9 independently is C 1 -C 4 alkyl or phenyl and R 10 is a hydrogen atom or R 8 is a hydrogen atom, R 9 is alkyl, cycloalkyl, aryl, aralkyl, alkaryl or aralkaryl, and R 10 is β-cyanoethyl or β-cyanoethyl which is substituted in the 1- or 2-position by methyl.
Claim 3
Dependent Claim
51 words
A process for the production of a cured mixture consisting of a polyepoxide compound containing on average more than one epoxy group in the molecule and a curing agent, which process comprises heating the polyepoxide compound in the presence of a dimethylamino derivative of the formula I according to claim 1.
Claim 4
Dependent Claim
31 words
A process according to claim 2, wherein the mixture is heated at the most to below the decomposition temperature of the polyepoxide compound, preferably to a temperature not exceeding 150° C.
References Cited (Backward Citations)
US2326721A
Cited
US2642412A
Cited
DE961029C
Cited
US2753323A
Cited
US3081310A
Cited
US2965672A
Cited
CH362526A
Cited
US3143566A
Cited
US3694510A
Cited
US4088614A
Cited
US3929927A
Cited
US4110358A
Cited
US4049591A
Cited
US4201854A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-10-04 | 1986-04-05 | 1986-10-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-10-04 | 1990-04-05 | 1990-10-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-10-04 | 1994-04-05 | 1994-10-05 | $7700.00 | Window Closed / Lapsed |