US4137253A
Expired / Lapsed
US
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Preparation of chloroformates having terminal acrylic or methacrylic groups
Assignee: Societe Nationale des Poudres et Explosifs
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Filing: 1977-11-28
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Granted: 1979-01-30
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Expires: 1997-11-28
Abstract
Abstract A process for the preparation of chloroformates having terminal acrylic or methacrylic groups, comprises reacting at least one hydroxyalkyl acrylate or methacrylate with phosgene by introducing a solution of the acrylate or methacrylate into a solution of phosgene, while stirring, at a temperature of -25 DEG C to +5 DEG C, in the presence of an acid acceptor and a stoichiometric excess of phosgene.
Inventors
- 👤 Marc D. Piteau
- 👤 Jean-Pierre G. Senet
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-10 00:49
CPC Classifications
C; C07; C07C; C07C69/00; C07C69/52; C07C69/533; C07C69/54; C07C68/00; C07C68/02
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
132 words
A process for the preparation of a chloroformate of formula ##STR8## wherein R 1 is hydrogen or methyl and R 2 is an alkylene of 1 to 10 carbon atoms which consists of introducing a solution of one acrylate or methacrylate of formula ##STR9## wherein R 1 and R 2 are as defined hereinabove and an acid acceptor selected from the group consisting of tertiary alkylamines and heterocyclic amines of aromatic character, in an inert solvent into a solution of phosgene in the same inert solvent or in a solvent which is miscible with said solvent, said phosgene being present in an at least 10% excess with respect to the stoichiometric amount, at a temperature of from -20° C. to +5° C., while stirring, and isolating said chloroformate from the reaction mixture.
Claim 2
Dependent Claim
132 words
A process for the preparation of a chloroformate of formula ##STR8## wherein R 1 is hydrogen or methyl and R 2 is an alkylene of 1 to 10 carbon atoms which consists of introducing a solution of one acrylate or methacrylate of formula ##STR9## wherein R 1 and R 2 are as defined hereinabove and an acid acceptor selected from the group consisting of tertiary alkylamines and heterocyclic amines of aromatic character, in an inert solvent into a solution of phosgene in the same inert solvent or in a solvent which is miscible with said solvent, said phosgene being present in an at least 10% excess with respect to the stoichiometric amount, at a temperature of from -20° C. to +5° C., while stirring, and isolating said chloroformate from the reaction mixture.
Claim 3
Dependent Claim
37 words
A process according to claim 1 wherein at least two said acrylate or methacrylate in solution in said inert solvent are introduced into said solution of phosgene and a mixture of at least two chloroformates is obtained.
Claim 4
Dependent Claim
24 words
A process as set forth in claim 1 wherein the ratio by weight of the inert solvent to phosgene is between 1 and 5:1.
Claim 5
Dependent Claim
27 words
A process as set forth in claim 1 wherein the phosgene is present in a molar excess between 15 and 30% with respect to the stoichiometric amount.
Claim 6
Dependent Claim
34 words
A process as set forth in claim 1, wherein R 2 is an alkylene substituted by at least one substituent selected from the group consisting of halogen atoms, nitrile, nitro, acrylate and methacrylate groups.
Claim 7
Dependent Claim
21 words
A process as set forth in claim 1, wherein R 2 is an alkylene which contains at least one ether linkage.
Claim 8
Dependent Claim
22 words
A process as set forth in claim 1, wherein said acid acceptor is selected from the group consisting of triethylamine and pyridine.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-01-29 | 1982-07-31 | 1983-01-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-01-29 | 1986-07-31 | 1987-01-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-01-29 | 1990-07-31 | 1991-01-30 | $7700.00 | Window Closed / Lapsed |