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US5270423A
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Organosilicon compounds and compositions containing them
Assignee: Dow Silicones UK Ltd
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Filing: 1992-11-13
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Granted: 1993-12-14
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Expires: 2012-11-13
Abstract
Abstract Organosilicon compounds with a siloxane portion and groups of the general formula --OR'OCH═CHR'' (i) linked via an Si--O--C bond, wherein R' is a divalent hydrocarbon radical or a group --R°--(OR°) n --, wherein R° is alkylene and n is from 1 to 12, R'' is H or alkyl are useful in radiation curable compositions, in which they are mixed with an initiator. The compositions are particularly useful in UV radiation curable relase coatings.
Inventors
- 👤 Scott S. D. Brown
- 👤 Peter C. Hupfield
- 👤 Peter Y. K. Lo
- 👤 Richard G. Taylor
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 23:36
CPC Classifications
C; C08; C08G; C08G77/00; C08G77/48; C08G77/50; C08G77/04; C08G77/20; C08G77/38; C08K; C08K5/00; C08K5/0091
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
92 words
An organosilicon compound having a siloxane portion and at least one group of the general formula --OR'OCH═CHR'' (i) linked to a silicon atom via an Si--O--C bond, wherein R' is selected from the group consisting of divalent hydrocarbon radicals having up to 8 carbon atoms and groups of the formula --R°--(OR°).sub. --, wherein R° denotes an alkylene group having up to 6 carbon atoms and n has a value of from 1 to 12, R'' is selected from the group consisting of hydrogen and alkyl groups having up to 10 carbon atoms.
Claim 2
Dependent Claim
92 words
An organosilicon compound having a siloxane portion and at least one group of the general formula --OR'OCH═CHR'' (i) linked to a silicon atom via an Si--O--C bond, wherein R' is selected from the group consisting of divalent hydrocarbon radicals having up to 8 carbon atoms and groups of the formula --R°--(OR°).sub. --, wherein R° denotes an alkylene group having up to 6 carbon atoms and n has a value of from 1 to 12, R'' is selected from the group consisting of hydrogen and alkyl groups having up to 10 carbon atoms.
Claim 3
Dependent Claim
184 words
An organosilicon compound according to claim 1 having at least two organosilicon units, at least one of which has the general formula ##STR18## any other organosilicon units, if present in the organosilicon compound, having the general formula ##STR19## wherein R' and R'' are as defined above, R is selected from the group consisting of monovalent hydrocarbon groups having up to 18 carbon atoms and substituted hydrocarbon groups having up to 18 carbon atoms, X is a hydrocarbonoxy group having up to 8 carbon atoms, Y is a group having the formula ##STR20## wherein R' links the silicon atom of unit (ii) to the silicon atom of the group Y, a has a value of from 1 to 4, b and b' have a value of from 0 to 3, c has a value of 0 or 1, d has a value of from 0 to 2, a+b+c+d having a value of from 1 to 4, provided at least one of 4-a-b-c-d in (ii) and 3-b' in Y is not 0, the oxygen atoms, where present in ##STR21## linking silicon atoms to form siloxane bonds.
Claim 4
Dependent Claim
40 words
An organosilicon compound according to claim 2 wherein the compound is a substantially linear siloxane copolymer wherein the value of 4-a-b-c-d in (ii), 3-b' in Y of (ii) and 4-b in (iii) is 2 for the majority of siloxane units.
Claim 5
Dependent Claim
43 words
An organosilicon compound according to claim 2 wherein at least 80% of the R groups are methyl groups, R' is an alkylene group having 2 to 4 carbon atoms and R'' is hydrogen or an alkyl group having up to 4 carbon atoms.
Claim 6
Independent Claim
135 words
A method of making organosilicon compounds having a siloxane portion and at least one group of the general formula --OR'OCH═CHR'' (i) linked to a silicon atom via an Si--O--C bond, wherein R' is selected from the group consisting of divalent hydrocarbon radicals having up to 8 carbon atoms and groups of the formula --R°--(OR°) n --, wherein R° denotes an alkylene group having up to 6 carbon atoms and n has a value of from 1 to 12, R'' is selected from the group consisting of hydrogen and alkyl groups having up to 10 carbon atoms which comprises reacting together a reagent organosilicon compound having at least one silicon-bonded group A, wherein A denotes a group --OR'' or a group --N(R'')--C(O)--R'', wherein R'' is as defined above, with a compound of the general formula HOR'OCH═CHR''.
Claim 7
Independent Claim
135 words
A method of making organosilicon compounds having a siloxane portion and at least one group of the general formula --OR'OCH═CHR'' (i) linked to a silicon atom via an Si--O--C bond, wherein R' is selected from the group consisting of divalent hydrocarbon radicals having up to 8 carbon atoms and groups of the formula --R°--(OR°) n --, wherein R° denotes an alkylene group having up to 6 carbon atoms and n has a value of from 1 to 12, R'' is selected from the group consisting of hydrogen and alkyl groups having up to 10 carbon atoms which comprises reacting together a reagent organosilicon compound having at least one silicon-bonded group A, wherein A denotes a group --OR'' or a group --N(R'')--C(O)--R'', wherein R'' is as defined above, with a compound of the general formula HOR'OCH═CHR''.
Claim 8
Dependent Claim
13 words
A method according to claim 5 wherein the compound HOR'OCH═CHR'' is hydroxybutyl vinylether.
Claim 9
Independent Claim
315 words
A method of making organosilicon compounds having at least two organosilicon units, at least one of which has the general formula ##STR22## any other organosilicon units, if present in the organosilicon compound, having the general formula ##STR23## wherein R' is selected from the group consisting of divalent hydrocarbon radicals having up to 8 carbon atoms and groups of the formula --R°--(OR°) n --, wherein R° denotes an alkylene group having up to 6 carbon atoms and n has a value of from 1 to 12, R'' is selected from the group consisting of hydrogen and alkyl groups having up to 10 carbon atoms, R is selected from the group consisting of monovalent hydrocarbon groups having up to 18 carbon atoms and substituted hydrocarbon groups having up to 18 carbon atoms, X is a hydrocarbonoxy group having up to 8 carbon atoms, Y is a group having the formula ##STR24## wherein R' links the silicon atom of unit (ii) to the silicon atom of the group Y, a has a value of from 1 to 4, b and b' have a value of from 0 to 3, c has a value of 0 or 1, d has a value of from 0 to 2, a+b+c+d having a value of from 1 to 4, provided at least one of 4-a-b-c-d in (ii) and 3-b' in Y is not 0, the oxygen atoms, where present in ##STR25## linking silicon atoms to form siloxane bonds which comprises (I) reacting together a hydrosiloxane polymer having at least one silicon-bonded hydrogen atom, a silane having one or more silicon bonded groups A and an unsaturated hydrocarbon group, wherein A denotes a group --OR'' or a group --N(R'')--C(O)--R'', and R'' is as defined above, and a noble metal catalyst; and (II) reacting the product of (I) with a compound of the general formula HOR'OCH═CHR'', wherein R' and R'' are as defined above.
Claim 10
Independent Claim
315 words
A method of making organosilicon compounds having at least two organosilicon units, at least one of which has the general formula ##STR22## any other organosilicon units, if present in the organosilicon compound, having the general formula ##STR23## wherein R' is selected from the group consisting of divalent hydrocarbon radicals having up to 8 carbon atoms and groups of the formula --R°--(OR°) n --, wherein R° denotes an alkylene group having up to 6 carbon atoms and n has a value of from 1 to 12, R'' is selected from the group consisting of hydrogen and alkyl groups having up to 10 carbon atoms, R is selected from the group consisting of monovalent hydrocarbon groups having up to 18 carbon atoms and substituted hydrocarbon groups having up to 18 carbon atoms, X is a hydrocarbonoxy group having up to 8 carbon atoms, Y is a group having the formula ##STR24## wherein R' links the silicon atom of unit (ii) to the silicon atom of the group Y, a has a value of from 1 to 4, b and b' have a value of from 0 to 3, c has a value of 0 or 1, d has a value of from 0 to 2, a+b+c+d having a value of from 1 to 4, provided at least one of 4-a-b-c-d in (ii) and 3-b' in Y is not 0, the oxygen atoms, where present in ##STR25## linking silicon atoms to form siloxane bonds which comprises (I) reacting together a hydrosiloxane polymer having at least one silicon-bonded hydrogen atom, a silane having one or more silicon bonded groups A and an unsaturated hydrocarbon group, wherein A denotes a group --OR'' or a group --N(R'')--C(O)--R'', and R'' is as defined above, and a noble metal catalyst; and (II) reacting the product of (I) with a compound of the general formula HOR'OCH═CHR'', wherein R' and R'' are as defined above.
Claim 11
Dependent Claim
13 words
A method according to claim 7 wherein the compound HOR'OCH═CHR'' is hydroxybutyl vinylether.
Claim 12
Dependent Claim
30 words
A method according to claim 7, wherein the reaction of the product of (I) with the compound HOR'OCH═CHR'' is carried out in the presence of an alkali metal alkoxide catalyst.
Claim 13
Dependent Claim
25 words
A method according to claim 5, wherein the reaction with the compound HOR'OCH═CHR'' is carried out in the presence of an alkali metal alkoxide catalyst.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1996-12-13 | 1997-06-14 | 1997-12-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2000-12-13 | 2001-06-14 | 2001-12-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2004-12-13 | 2005-06-14 | 2005-12-14 | $7700.00 | Window Closed / Lapsed |