Patent US4517353A successfully refreshed from Google Patents.
US4517353A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for preparation of hydantoin esters through a masked polyisocyanate-carbodiimide route
Assignee: Bayer AG
•
Filing: 1983-12-06
•
Granted: 1985-05-14
•
Expires: 2003-12-06
Abstract
Abstract This invention relates to a process for the preparation of compounds containing at least one hydantoin ring in the molecule from carbodiimides having acylurea end groups and α,β-unsaturated carboxylic acid derivatives and to their further reaction with carboxylic acids containing at least one other reactive group.
Inventors
- 👤 Wilfried Zecher
- 👤 Rudolf Merten
- 👤 Willi Dunwald
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 15:06
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/2805; C08G18/285; C08G18/2855; C08G73/00; C08G73/06; C08G73/0605; C08G73/0616
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
136 words
A process for the preparation of polymers containing hydantoin groups wherein polyisocyanates masked with from 0.5 to 0.005 mol of lactam per isocyanate group in the polyisocyanate are converted into (poly)carbodiimides, and these carbodiimides are reacted with α,β-unsaturated carboxylic acids to form (poly)hydantoins, and these (poly)hydantoins are reacted with additional carboxylic acids or anhydrides or esters thereof which contain at least one free carboxylic acid group capable of reacting with acylureas, and said α,β-unsaturated carboxylic acids are of the formula ##STR5## wherein R 5 represents -OR 6 or ##STR6## R 6 , R 7 and R 8 represent, independently of each other, alkyl, cycloalkyl, alkenyl, alkinyl, aryl or aralkyl groups and additionally, R 7 and R 8 may also represent hydrogen, and R 3 and R 4 represent, independently of each other, either hydrogen or alkyl.
Claim 2
Dependent Claim
136 words
A process for the preparation of polymers containing hydantoin groups wherein polyisocyanates masked with from 0.5 to 0.005 mol of lactam per isocyanate group in the polyisocyanate are converted into (poly)carbodiimides, and these carbodiimides are reacted with α,β-unsaturated carboxylic acids to form (poly)hydantoins, and these (poly)hydantoins are reacted with additional carboxylic acids or anhydrides or esters thereof which contain at least one free carboxylic acid group capable of reacting with acylureas, and said α,β-unsaturated carboxylic acids are of the formula ##STR5## wherein R 5 represents -OR 6 or ##STR6## R 6 , R 7 and R 8 represent, independently of each other, alkyl, cycloalkyl, alkenyl, alkinyl, aryl or aralkyl groups and additionally, R 7 and R 8 may also represent hydrogen, and R 3 and R 4 represent, independently of each other, either hydrogen or alkyl.
Claim 3
Dependent Claim
25 words
A process according to claim 1, characterised in that the α,β-unsaturated carboxylic acid esters used are monoalkyl esters of fumaric acid and of maleic acid.
Claim 4
Dependent Claim
25 words
A process according to claim 1, characterised in that the α,β-unsaturated carboxylic acid esters used are mixtures of phenol or cresols and maleic acid anhydride.
Claim 5
Dependent Claim
18 words
A process according to claim 1, characterised in that the additional carboxylic acids are fumaric acid monoalkyl esters.
Claim 6
Dependent Claim
22 words
A process according to claim 1, characterised in that the additional carboxylic acids used are tri- or tetracarboxylic acids or their anhydrides.
Claim 7
Dependent Claim
18 words
A process according to claim 1, characterised in that the additional carboxylic acid used is trimellitic acid anhydride.
Claim 8
Dependent Claim
17 words
A process according to claim 1, characterised in that the additional carboxylic acids used are bisglycine esters.
Claim 9
Dependent Claim
10 words
(Poly)carbodiimides having acylurea end groups prepared according to claim 1.
Claim 10
Dependent Claim
10 words
(Poly)hydantoins having acylurea end groups prepared according to claim 1.
References Cited (Backward Citations)
US3397253A
Cited
US3939122A
Cited
US4005056A
Cited
GB1595466A
Cited
US4196274A
Cited
US4246393A
Cited
US4289868A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-05-13 | 1988-11-12 | 1989-05-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-05-13 | 1992-11-12 | 1993-05-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-05-13 | 1996-11-12 | 1997-05-14 | $7700.00 | Window Closed / Lapsed |