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US4176136A
Expired / Lapsed
US
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Process for preparing ethylidene-bis-acetamide
Assignee: Air Products and Chemicals Inc
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Filing: 1977-05-31
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Granted: 1979-11-27
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Expires: 1997-05-31
Abstract
Abstract Ethylidene-bis-acetamide is prepared by the process of contacting a liquid mixture of acetaldehyde and acetamide with a solid cation exchange resin at a temperature of from about 10 DEG C. to about 110 DEG C. The ethylidene-bis-acetamide may later be converted to vinylacetamide, a material useful as a monomer for preparing active polymers and copolymers.
Inventors
- 👤 Daniel J. Brenzel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 09:58
CPC Classifications
C; C07; C07C; C07C233/00
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
97 words
The process for preparing ethylidene bisacetamide which comprises contacting a liquid admixture comprising acetamide, acetaldehyde and water in an amount of up to 500% by weight inclusive based on the amount of acetaldehyde and acetamide with a solid cation exchange resin in H + form at a weight hourly space velocity of from about 0.01 to about 2 kilograms of acetaldehyde per kilogram of resin per hour and a temperature of from about 25° C. to about 110° C. thereby forming an ethylidene bis/acetamide-containing reaction product and thereafter separating said reaction product from said cation exchange resin.
Claim 2
Dependent Claim
97 words
The process for preparing ethylidene bisacetamide which comprises contacting a liquid admixture comprising acetamide, acetaldehyde and water in an amount of up to 500% by weight inclusive based on the amount of acetaldehyde and acetamide with a solid cation exchange resin in H + form at a weight hourly space velocity of from about 0.01 to about 2 kilograms of acetaldehyde per kilogram of resin per hour and a temperature of from about 25° C. to about 110° C. thereby forming an ethylidene bis/acetamide-containing reaction product and thereafter separating said reaction product from said cation exchange resin.
Claim 3
Dependent Claim
17 words
The process of claim 1 wherein said cation exchange resin is a strong acid cation exchange resin.
Claim 4
Dependent Claim
22 words
The process of claim 2 wherein said liquid admixture contains acetaldehyde and acetamide in the molar ratio of 1:2 to 1:4 inclusive.
Claim 5
Dependent Claim
16 words
The process of claim 3 wherein said cation exchange resin is a protonated sulfonated divinylbenzene-crosslinked polystyrene.
Claim 6
Dependent Claim
17 words
The process of claim 4 wherein said resin is activated and reactivated by contact with mineral acid.
Claim 7
Dependent Claim
12 words
The process of claim 5 wherein said process is a continuous process.
Claim 8
Dependent Claim
17 words
The process of claim 6 wherein said solid cation exchange resin is in a fixed bed configuration.
Claim 9
Dependent Claim
16 words
The process of claim 6 wherein said solid cation exchange resin is in a stirred configuration.
Claim 10
Dependent Claim
82 words
The process for preparing ethylidene bisacetamide which comprises contacting a liquid admixture comprising acetamide, acetaldehyde and water in an amount of up to 500% by weight inclusive based on the amount of acetaldehyde and acetamide with a solid cation exchange resin in H + form for a period of 0.25 hours to 24 hours inclusive at a temperature of from 25° to 110° C. thereby forming an ethylidene bis-acetamide-containing reaction product and thereafter separating said reaction product from said cation exchange resin.
Claim 11
Dependent Claim
82 words
The process for preparing ethylidene bisacetamide which comprises contacting a liquid admixture comprising acetamide, acetaldehyde and water in an amount of up to 500% by weight inclusive based on the amount of acetaldehyde and acetamide with a solid cation exchange resin in H + form for a period of 0.25 hours to 24 hours inclusive at a temperature of from 25° to 110° C. thereby forming an ethylidene bis-acetamide-containing reaction product and thereafter separating said reaction product from said cation exchange resin.
Claim 12
Dependent Claim
17 words
The process of claim 9 wherein said cation exchange resin is a strong acid cation exchange resin.
Claim 13
Dependent Claim
22 words
The process of claim 9 wherein said liquid admixture contains acetaldehyde and acetamide in the molar ratio of 1:2 to 1:4 inclusive.
Claim 14
Dependent Claim
16 words
The process of claim 11 wherein said cation exchange resin is a protonated sulfonated divinylbenzene-crosslinked polystyrene.
Claim 15
Dependent Claim
16 words
The process of claim 12 wherein said cation exchange resin is in a stirred bed configuration.
References Cited (Backward Citations)
US3803091A
Cited
US4018826A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-11-26 | 1983-05-28 | 1983-11-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-11-26 | 1987-05-28 | 1987-11-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-11-26 | 1991-05-28 | 1991-11-27 | $7700.00 | Window Closed / Lapsed |