Patent EP0310818A1 successfully refreshed from Google Patents.
Patent US5702593A successfully refreshed from Google Patents.
Patent US3966788A successfully refreshed from Google Patents.
US3966788A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for the preparation of aliphatic diol polycarbonates
Assignee: Societe Nationale des Poudres et Explosifs
•
Filing: 1974-09-24
•
Granted: 1976-06-29
•
Expires: 1994-09-24
Abstract
Abstract Hydroxy-telechelating oligomers of number average molecular weight 250 to 2,500 and containing carbonate groups, are prepared by first polycondensing a bis-chloroformate with a diol at a temperature below 150 DEG C and at a moderately reduced pressure while flushing the reaction mixture with an inert anhydrous gas, and then the oligomers formed are dissolved in a volatile, water-immiscible organic solvent and the solution washed with an aqueous base solution.
Inventors
- 👤 Jean-Pierre G. Senet
- 👤 Julien C. Deweerdt
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 13:38
CPC Classifications
C; C08; C08G; C08G64/00; C08G64/20; C08G64/26; C08G64/266; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/42; C08G18/44; C08G64/02; C08G64/0208; C08G64/205
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
151 words
A process for preparing telechelating oligomers having two terminal hydroxyl groups of numerical average molecular weight between 250 and 2500, which possess carbonate groups distributed through the macromolecular chain, with the repeating unit of structure ##EQU13## in which each of A and B is branched or straight chain bivalent aliphatic hydrocarbyl or cycloaliphatic hydrocarbyl radical, unsubstituted or substituted by aromatic, halogen or phosphorus-containing groups, or is a branched or straight chain bivalent aliphatic hydrocarbyl or cycloaliphatic hydrocarbyl radical additionally containing at least a functional bridge selected from the group consisting of ether, thioether and ester radicals and A and B are the same or different, which consists of reacting a monomer which is a bis-chloroformate of formula ##EQU14## in which B is as defined hereinabove with an excess of a monomer diol of the formula HO -- A -- OH in which A is as defined hereinabove, in three sequential steps:
Claim 2
Dependent Claim
151 words
A process for preparing telechelating oligomers having two terminal hydroxyl groups of numerical average molecular weight between 250 and 2500, which possess carbonate groups distributed through the macromolecular chain, with the repeating unit of structure ##EQU13## in which each of A and B is branched or straight chain bivalent aliphatic hydrocarbyl or cycloaliphatic hydrocarbyl radical, unsubstituted or substituted by aromatic, halogen or phosphorus-containing groups, or is a branched or straight chain bivalent aliphatic hydrocarbyl or cycloaliphatic hydrocarbyl radical additionally containing at least a functional bridge selected from the group consisting of ether, thioether and ester radicals and A and B are the same or different, which consists of reacting a monomer which is a bis-chloroformate of formula ##EQU14## in which B is as defined hereinabove with an excess of a monomer diol of the formula HO -- A -- OH in which A is as defined hereinabove, in three sequential steps:
Claim 3
Dependent Claim
84 words
introducing one of said monomers into the other over a period of 20 minutes up to 4 hours under reduced pressure of 1-10 cm of mercury at a temperature of 20°-80°C while flushing the reaction mixture with a gentle stream of an inert anhydrous gas, and 2. polycondensing the bis-chloroformate with the diol at a temperature below 150°C, under reduced pressure of 1-10 cm of mercury for a period of time between 1.5 hours and 7 hours; 3. and purifying the crude oligomers formed.
Claim 4
Dependent Claim
84 words
introducing one of said monomers into the other over a period of 20 minutes up to 4 hours under reduced pressure of 1-10 cm of mercury at a temperature of 20°-80°C while flushing the reaction mixture with a gentle stream of an inert anhydrous gas, and 2. polycondensing the bis-chloroformate with the diol at a temperature below 150°C, under reduced pressure of 1-10 cm of mercury for a period of time between 1.5 hours and 7 hours; 3. and purifying the crude oligomers formed.
Claim 5
Dependent Claim
31 words
The process according to claim 1 wherein the crude oligomers formed in step (2) are purified by washing a solution thereof in a volatile water-immiscible organic solvent, with an aqueous base.
Claim 6
Dependent Claim
17 words
A process according to claim 1, wherein in step (1) and (2), the inert gas is nitrogen.
Claim 7
Dependent Claim
18 words
A process according to claim 2, wherein in step (3), the organic solvent is a chlorinated aliphatic solvent.
Claim 8
Dependent Claim
12 words
A process according to claim 4, wherein the organic solvent is dichloromethane.
Claim 9
Dependent Claim
21 words
A process according to claim 4, wherein in step (3), the aqueous base is an aqueous solution of a tertiary amine.
Claim 10
Dependent Claim
24 words
A process according to claim 4, wherein in step (3), the aqueous base is an aqueous solution of an alkaline base or aqueous ammonia.
Claim 11
Dependent Claim
30 words
A process according to claim 2, wherein after washing with an aqueous base, the solution of the oligomers in the organic solvent is washed with a dilute solution of ammonia.
Claim 12
Dependent Claim
17 words
A process according to claim 8, wherein active charcoal is included in the dilute solution of ammonia.
Claim 13
Dependent Claim
36 words
The process according to claim 1 wherein in said step (2) the temperature is first kept at 20°-80°C for a period of 5 hours and then the temperature is raised up to 150°C for 1-2 hours.
Claim 14
Dependent Claim
22 words
The process according to claim 2 wherein said washing in step (3) is carried out at a temperature slightly above ambient temperature.
Claim 15
Dependent Claim
23 words
A process according to claim 4 wherein said chlorinated aliphatic solvent which is water-immiscible has a boiling point of from 30° to 100°C.
Claim 16
Dependent Claim
36 words
A process according to claim 12 wherein, after step (3), the solution of the oligomers is subjected to a further washing step comprising contacting the solution with a dilute aqueous solution of ammonia containing active charcoal.
Claim 17
Dependent Claim
20 words
A process according to claim 1 wherein in step 1) the bis-chloroformate is run into a reactor containing said diol.
Claim 18
Dependent Claim
20 words
A process according to claim 1 wherein in step 1) the diol is run into the reactor containing the bis-chloroformate.
Claim 19
Dependent Claim
14 words
A process according to claim 1 wherein in step 1) the diol is thiodiglycol.
References Cited (Backward Citations)
DE857948C
Cited
US2808371A
Cited
US3046255A
Cited
US3366708A
Cited
US3631200A
Cited
US3544656A
Cited
US3544657A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-06-29 | 1979-12-29 | 1980-06-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-06-29 | 1983-12-29 | 1984-06-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-06-29 | 1987-12-29 | 1988-06-29 | $7700.00 | Window Closed / Lapsed |