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1. WO1996021657 - MONO-SUBSTITUTED FLUORINATED OXETANE MONOMERS

Publication Number WO/1996/021657
Publication Date 18.07.1996
International Application No. PCT/US1996/001077
International Filing Date 16.01.1996
Chapter 2 Demand Filed 09.08.1996
IPC
C07D 305/06 2006.1
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
305Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
02not condensed with other rings
04having no double bonds between ring members or between ring members and non-ring members
06with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring atoms
C08G 18/10 2006.1
CCHEMISTRY; METALLURGY
08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
18Polymeric products of isocyanates or isothiocyanates
06with compounds having active hydrogen
08Processes
10Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
C08G 18/50 2006.1
CCHEMISTRY; METALLURGY
08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
18Polymeric products of isocyanates or isothiocyanates
06with compounds having active hydrogen
28characterised by the compounds used containing active hydrogen
40High-molecular-weight compounds
48Polyethers
50having hetero atoms other than oxygen
C08G 65/18 2006.1
CCHEMISTRY; METALLURGY
08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
65Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
02from cyclic ethers by opening of the heterocyclic ring
04from cyclic ethers only
06Cyclic ethers having no atoms other than carbon and hydrogen outside the ring
16Cyclic ethers having four or more ring atoms
18Oxetanes
C08G 65/20 2006.1
CCHEMISTRY; METALLURGY
08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
65Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
02from cyclic ethers by opening of the heterocyclic ring
04from cyclic ethers only
06Cyclic ethers having no atoms other than carbon and hydrogen outside the ring
16Cyclic ethers having four or more ring atoms
20Tetrahydrofuran
C08G 65/22 2006.1
CCHEMISTRY; METALLURGY
08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
65Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
02from cyclic ethers by opening of the heterocyclic ring
04from cyclic ethers only
22Cyclic ethers having at least one atom other than carbon and hydrogen outside the ring
CPC
C07D 305/06
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
305Heterocyclic compounds containing four-membered rings having one oxygen atoms as the only ring hetero atoms
02not condensed with other rings
04having no double bonds between ring members or between ring members and non-ring members
06with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring atoms
C08G 18/10
CCHEMISTRY; METALLURGY
08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
18Polymeric products of isocyanates or isothiocyanates
06with compounds having active hydrogen
08Processes
10Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
C08G 18/5015
CCHEMISTRY; METALLURGY
08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
18Polymeric products of isocyanates or isothiocyanates
06with compounds having active hydrogen
28characterised by the compounds used containing active hydrogen
40High-molecular-weight compounds
48Polyethers
50having heteroatoms other than oxygen
5003having halogens
5015having fluorine atoms
C08G 18/6677
CCHEMISTRY; METALLURGY
08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
18Polymeric products of isocyanates or isothiocyanates
06with compounds having active hydrogen
28characterised by the compounds used containing active hydrogen
65Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
66Compounds of groups C08G18/42, C08G18/48, or C08G18/52
6666Compounds of group C08G18/48 or C08G18/52
667with compounds of group C08G18/32 or polyamines of C08G18/38
6674with compounds of group C08G18/3203
6677having at least three hydroxy groups
C08G 65/00
CCHEMISTRY; METALLURGY
08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
65Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
C08G 65/18
CCHEMISTRY; METALLURGY
08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
65Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
02from cyclic ethers by opening of the heterocyclic ring
04from cyclic ethers only
06Cyclic ethers having no atoms other than carbon and hydrogen outside the ring
16Cyclic ethers having four or more ring atoms
18Oxetanes
Applicants
  • AEROJET-GENERAL CORPORATION [US]/[US] (AllExceptUS)
  • MALIK, Aslam, A. [US]/[US] (UsOnly)
  • MANSER, Gerald, E. [US]/[US] (UsOnly)
  • ARCHIBALD, Thomas, G. [US]/[US] (UsOnly)
  • DUFFY-MATZNER, Jetty, L. [US]/[US] (UsOnly)
  • HARVEY, William, L. [US]/[US] (UsOnly)
  • GRECH, Gary, J. [US]/[US] (UsOnly)
  • CARLSON, Roland, P. [US]/[US] (UsOnly)
Inventors
  • MALIK, Aslam, A.
  • MANSER, Gerald, E.
  • ARCHIBALD, Thomas, G.
  • DUFFY-MATZNER, Jetty, L.
  • HARVEY, William, L.
  • GRECH, Gary, J.
  • CARLSON, Roland, P.
Agents
  • GARRETT-WACKOWSKI, Eugenia
Priority Data
08/371,91412.01.1995US
Publication Language English (en)
Filing Language English (EN)
Designated States
Title
(EN) MONO-SUBSTITUTED FLUORINATED OXETANE MONOMERS
(FR) MONOMERES D'OXETANE FLUORURES MONO-SUBSTITUES
Abstract
(EN) This application is directed to fluorinated oxetane monomers and methods for making the monomers. The mono-substituted fluorinated oxetane monomers having fluorinated alkoxymethylene side-chains are prepared in high yield by the reaction of fluorinated alkoxides with either 3-halomethyl-3-methyloxetane premonomers or aryl sulfonate derivatives of 3-hydroxymethyl-3-methyloxetane premonomers. Preparation of a mono-substituted 3-bromomethyl-3-methyloxetane premonomer via a simple, high yield process amenable to commercial scale-up is also disclosed. The fluorinated oxetane monomers are useful for the production of fluorinated prepolymers and elastomers which exhibit an improved contact angle for drops of water on a fluorinated oxetane elastomer as compared to a TeflonTM surface.
(FR) L'invention concerne des monomères d'oxétane fluorurés et des procédés de fabrication de ces monomères. On prépare les monomères d'oxétane fluorurés mono-substitués présentant des chaînes latérales d'alcoxyméthylène fluoruré avec un fort rendement en faisant réagir des alcoxydes fluorurés avec des prémonomères de 3-halométhyle-3-méthyloxétane ou des dérivés de sulfonate d'aryle des prémonomères de 3-halométhyle-3-méthyloxétane. L'invention traite de la préparation d'un prémonomère mono-substitué 3-bromométhyle-3-méthyloxétane par un procédé simple à fort rendement pouvant être utilisé à l'échelle commerciale. Les monomères d'oxétane fluorurés sont utiles pour produire des prépolymères et des élastomères fluorurés qui présentent un angle de contact amélioré pour les gouttes d'eau sur un élastomère d'oxétane fluoruré par rapport à une surface de TeflonTM.
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