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US 5,684,111 AGranted
Silylated dioxolane polymers and monomeric compounds
AssigneeE. I. Du Pont de Nemours and Company
InventorsMichael Joseph Michalczyk, Ming-Hong Hung, Lech Wilczek
Life of this patent
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Abstract
This invention relates to novel polymeric and monomeric silane substituted fluorinated 1,3-dioxolane compounds and their preparation from 4,5-difluoro-1,3-dioxolane and difunctional or monofunctional silicon hydrides.
Claims18
A polymer, comprising repeat units of formula I ##STR11## wherein:
- x is an integer from 2 to 100;
- m is an integer from 1 to 50;
- R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each independently C.sub.1 to C.sub.20 alkyl, aryl, cycloalkyl, halogen, C.sub.1 to C.sub.20 alkoxy, C.sub.2 to C.sub.20 fluoroalkoxy, trifluoropropyl, aryloxy, C.sub.1 to C.sub.20 acyloxy, oxysilyl or hydrogen;
- Z is a divalent group selected from the group consisting of:
- O, S, and R.sup.6 N;
- R.sup.6 is C.sub.1 to about C.sub.8 alkyl;
- R.sup.7 and R.sup.8 are each independently C.sub.1 to C.sub.8 fluoroalkyl or fluorine;
- Y is (CR.sup.9 R.sup.10).sub.k CR.sup.11 HCR.sup.13 R.sup.14 ;
- R.sup.9, R.sup.10, R.sup.11, R.sup.13 and R.sup.14 are each independently hydrogen, C.sub.1 to about C.sub.8 alkyl or aryl;
- and
- k is an integer from 0 to 10.
8 more elements
A process for the preparation of a polymer comprising repeat units of formula I ##STR12## wherein:
- x is an integer from 2 to 100;
- m is an integer from 1 to 50;
- R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each independently C.sub.1 to C.sub.20 alkyl, aryl, cycloalkyl, halogen, C.sub.1 to C.sub.20 alkoxy, C.sub.2 to C.sub.20 fluoroalkoxy, aryloxy, C.sub.1 to C.sub.20 acyloxy, oxysilyl or hydrogen;
- Z is a divalent group selected from the group consisting of:
- O, S, and R.sup.6 N;
- R.sup.6 is C.sub.1 to about C.sub.8 alkyl;
- R.sup.7 and R.sup.8 are each independently C.sub.1 to C.sub.8 fluoroalkyl or fluorine;
- Y is (CR.sup.9 R.sup.10).sub.k CR.sup.11 HCR.sup.13 R.sup.14 ;
- R.sup.9, R.sup.10, R.sup.11, R.sup.13 and R.sup.14 are each independently hydrogen, C.sub.1 to about C.sub.8 alkyl or aryl;
- and
- k is an integer from 0 to 10,
- comprising, contacting a silicon hydride of formula II ##STR13## wherein R.sup.5 is C.sub.1 to C.sub.20 alkyl, aryl, vinyl or hydrogen and m, Z, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are as defined for formula I, with a divinyl dioxolane of formula III ##STR14## wherein R.sup.7, R.sup.8, R.sup.9, R.sup.10, R.sup.11, R.sup.13, R.sup.14 and k are as defined for formula I, in the presence of a transition metal catalyst to form a polymer comprising repeat units of formula I.
9 more elements
A compound of formula IA ##STR15## wherein:
- m is an integer from 0 to 50;
- R.sup.15, R.sup.16, R.sup.17 and R.sup.18 are each independently C.sub.1 to C.sub.20 alkyl, aryl, cycloalkyl, halogen, C.sub.1 to C.sub.20 alkoxy, C.sub.2 to C.sub.20 fluoroalkoxy, aryloxy, C.sub.1 to C.sub.20 acyloxy, C.sub.1 to C.sub.14 fluorocarboxy;
- oxysilyl or hydrogen;
- R.sup.19 is C.sub.1 to C.sub.20 alkyl, aryl, C.sub.1 to C.sub.20 alkoxy, C.sub.2 to C.sub.20 fluoroalkoxy, C.sub.1 to C.sub.20 carboxy, C.sub.1 to C.sub.14 fluorocarboxy, halogen, vinyl or hydrogen;
- Z is a divalent group selected from the group consisting of:
- O, S, and R.sup.6 N;
- R.sup.6 is C.sub.1 to about C.sub.8 alkyl;
- R.sup.7 and R.sup.8 are each independently C.sub.1 to C.sub.8 fluoroalkyl or fluorine;
- Y is (CR.sup.9 R.sup.10).sub.k CR.sup.11 HCR.sup.13 R.sup.14 ;
- R.sup.9, R.sup.10, R.sup.11, R.sup.13 and R.sup.14 are each independently hydrogen, C.sub.1 to about C.sub.8 alkyl or aryl;
- and
- k is an integer from 0 to 10.
9 more elements
A process for preparing a compound of formula IA ##STR16## wherein:
- m is an integer from 0 to 50;
- R.sup.15, R.sup.16, R.sup.17 and R.sup.18 are each independently C.sub.1 to C.sub.20 alkyl, aryl, cycloalkyl, halogen, C.sub.1 to C.sub.20 alkoxy, C.sub.2 to C.sub.20 fluoroalkoxy, aryloxy, C.sub.1 to C.sub.20 acyloxy, C.sub.1 to C.sub.14 fluorocarboxy, oxysilyl or hydrogen;
- R.sup.19 is C.sub.1 to C.sub.20 alkyl, aryl, C.sub.1 to C.sub.20 alkoxy, C.sub.2 to C.sub.20 fluoroalkoxy, C.sub.1 to C.sub.20 carboxy, C.sub.1 to C.sub.14 fluorocarboxy, halogen, vinyl or hydrogen;
- Z is a divalent group selected from the group consisting of:
- O, S, and R.sup.6 N;
- R.sup.6 is C.sub.1 to about C.sub.8 alkyl;
- R.sup.7 and R.sup.8 are each independently C.sub.1 to C.sub.8 fluoroalkyl or fluorine;
- Y is (CR.sup.9 R.sup.10).sub.k CR.sup.11 HCR.sup.13 R.sup.14 ;
- R.sup.9, R.sup.10, R.sup.11, R.sup.13 and R.sup.14 are each independently hydrogen, C.sub.1 to about C.sub.8 alkyl or aryl;
- and
- k is an integer from 0 to 10,
- comprising:
- contacting a silicon hydride of formula IIA ##STR17## wherein m, Z, R.sup.15, R.sup.16, R.sup.17, R.sup.18 and R.sup.19 are as defined for formula IA, with a divinyl dioxolane of formula III ##STR18## wherein R.sup.7, R.sup.8, R.sup.9, R.sup.10, R.sup.11, R.sup.13, R.sup.14 and k are as defined for formula IA, in the presence of a transition metal catalyst to form a compound of formula IA.
10 more elements
Dependencies are inferred from the claim text.