IP Library › Granted Patent US 7,256,243

Granted Patent B2

US 7,256,243 · App. 11/121,120 · Granted Aug 14, 2007

Silicon compound

Assignee: Chisso Corporation

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Quick Facts

Patent No.: US 7,256,243
App. No.: 11/121,120
Granted: Aug 14, 2007
Kind: B2

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Abstract

The present invention provides a novel silicon compound represented by Formula (1) having a living radical polymerization initiating ability for addition-polymerizable monomers and a polymer obtained using the same. The above polymer can provide an organic-inorganic composite material having a distinct structure. wherein R 1 is hydrogen, alkyl, aryl or arylalkyl; R 2 and R 3 are alkyl, phenyl or cyclohexyl; and A is a group having an ability to initiate polymerization of a monomer.

Claims (130)

1. A silicon compound represented by Formula (1):

wherein respective R 1 's are groups independently selected from hydrogen, alkyl having a carbon atom number of 1 to 45 in which optional hydrogen may be substituted with fluorine and in which optional —CH 2 — may be substituted with —O—, —CH═CH—, cycloalkylene or cycloalkenylene, substituted or non-substituted aryl and arylalkyl constituted from a substituted or non-substituted aryl group and an alkylene group in which optional hydrogen may be substituted with fluorine and in which optional —CH 2 — may be substituted with —O—, —CH═CH— or cycloalkylene; R 2 and R 3 are groups independently selected from alkyl having a carbon atom number of 1 to 8, phenyl and cyclohexyl; and A is a group having a polymerization initiating ability for a monomer.

2. The silicon compound as described in claim 1 , wherein respective R 1 's are groups independently selected from hydrogen, alkyl having a carbon atom number of 1 to 45 in which optional hydrogen may be substituted with fluorine and in which optional —CH 2 — may be substituted with —O—, —CH═CH—, cycloalkylene or cycloalkenylene, substituted or non-substituted aryl and arylalkyl constituted from a substituted or non-substituted aryl group and an alkylene group in which optional hydrogen may be substituted with fluorine and in which optional —CH 2 — may be substituted with —O—, —CH═CH— or cycloalkylene; R 2 and R 3 are groups independently selected from alkyl having a carbon atom number of 1 to 8, phenyl and cyclohexyl; and A is a group having a living radical polymerization initiating ability for a monomer.

3. The silicon compound as described in claim 1 , wherein respective R 1 's are groups independently selected from hydrogen, alkyl having a carbon atom number of 1 to 45 in which optional hydrogen may be substituted with fluorine and in which optional —CH 2 — may be substituted with —O—, —CH═CH—, cycloalkylene or cycloalkenylene, substituted or non-substituted aryl and arylalkyl constituted from a substituted or non-substituted aryl group and an alkylene group in which optional hydrogen may be substituted with fluorine and in which optional —CH 2 — may be substituted with —O—, —CH═CH— or cycloalkylene; R 2 and R 3 are groups independently selected from alkyl having a carbon atom number of 1 to 8, phenyl and cyclohexyl; and A is a group represented by any of Formula (2-1), Formula (2-2), Formula (2-3) and Formula (2-4);

wherein Z 1 is alkylene having a carbon atom number of 2 to 20 or alkenylene having a carbon atom number of 3 to 8, and optional —CH 2 — in these alkylene and alkenylene may be substituted with —O—; R 4 is hydrogen, alkyl having a carbon atom number of 1 to 20, aryl having a carbon atom number of 6 to 20 or arylalkyl having a carbon atom number of 7 to 20; R 5 is alkyl having a carbon atom number of 1 to 20, aryl having a carbon atom number of 6 to 20 or arylalkyl having a carbon atom number of 7 to 20; and X 1 is halogen;

wherein Z 3 is alkylene having a carbon atom number of 2 to 10, and optional —CH 2 — in this alkylene may be substituted with —O— or —COO—; R 6 is alkyl having a carbon atom number of 1 to 3; a is an integer of 0 to 2; X 2 is halogen; and a bonding position of —SO 2 X 2 on the benzene ring is an ortho position, a meta position or a para position to a bonding position of Z 3 , and a bonding position of R 6 is an optional position excluding the respective bonding positions of Z 3 and —SO 2 X 2 ;

wherein Z 5 is alkylene which has a carbon atom number of 1 to 3 and in which optional —CH 2 — may be substituted with —O—; Z 7 is alkylene which has a carbon atom number of 2 to 10 and in which optional —CH 2 — may be substituted with —O—, —COO— or —OCO—; R 7 is alkyl having a carbon atom number of 1 to 3; a is an integer of 0 to 2; X 3 is halogen; and a bonding position of Z 1 on the benzene ring is a meta position or a para position to a bonding position of Z 7 , and a bonding position of R 7 is an optional position excluding the respective bonding positions of Z 5 and Z 7 ;

wherein R 8 and R 9 are independently alkyl having a carbon atom number of 1 to 12, cycloalkyl having a carbon atom number of 5 to 10 or aryl having a carbon atom number of 6 to 10, and R 8 and R 9 may be combined with each other to form a ring together with N; Z 5 is alkylene which has a carbon atom number of 1 to 3 and in which optional —CH 2 — may be substituted with —O—; Z 7 is alkylene which has a carbon atom number of 2 to 10 and in which optional —CH 2 — may be substituted with —O—, —COO— or —OCO—; R 7 is alkyl having a carbon atom number of 1 to 3; a is an integer of 0 to 2; and a bonding position of Z 5 on the benzene ring is a meta position or a para position to a bonding position of Z 7 , and a bonding position of R 7 is an optional position excluding the respective bonding positions of Z 5 and Z 7 .

4. The silicon compound as described in claim 3 , wherein respective R 1 's are groups independently selected from hydrogen and alkyl having a carbon atom number of 1 to 30 in which optional hydrogen may be substituted with fluorine and in which optional —CH 2 — may be substituted with —O— or cycloalkylene.

5. The silicon compound as described in claim 3 , wherein respective R 1 's are groups independently selected from alkenyl having a carbon atom number of 2 to 20 in which optional hydrogen may be substituted with fluorine and in which optional —CH 2 — may be substituted with —O— or cycloalkylene and alkyl having a carbon atom number of 1 to 20 in which optional hydrogen may be substituted with fluorine and in which at least one —CH 2 — is substituted with cycloalkenylene.

6. The silicon compound as described in claim 3 , wherein respective R 1 's are groups independently selected from phenyl in which optional hydrogen may be substituted with halogen or alkyl having a carbon atom number of 1 to 10 and non-substituted naphthyl; in alkyl which is a substituent of the phenyl, optional hydrogen may be substituted with fluorine, and optional —CH 2 — may be substituted with —O—, —CH═CH—, cycloalkylene or phenylene; and when the phenyl has plural substituents, the substituents may be the same group or different groups.

7. The silicon compound as described in claim 3 , wherein respective R 1 's are groups independently selected from phenylalkyl constituted from a phenyl group in which optional hydrogen may be substituted with halogen or alkyl having a carbon atom number of 1 to 12 and an alkylene group having a carbon atom number of 1 to 12 in which optional hydrogen may be substituted with fluorine and in which optional —CH 2 — may be substituted with —O—, —CH═CH— or cycloalkylene; in alkyl which is a substituent of the phenyl group, optional hydrogen may be substituted with fluorine, and optional —CH 2 — may be substituted with —O—, —CH═CH—, cycloalkylene or phenylene; and when the phenyl group has plural substituents, the substituents may be the same group or different groups.

8. The silicon compound as described in claim 3 , wherein respective R 1 's are groups independently selected from alkyl having a carbon atom number of 1 to 8 in which optional hydrogen may be substituted with fluorine and in which optional —CH 2 — may be substituted with —O—, —CH═CH—, cycloalkylene or cycloalkenylene, phenyl in which optional hydrogen may be substituted with halogen, methyl or methoxy, non-substituted naphthyl and phenylalkyl constituted from a phenyl group in which optional hydrogen may be substituted with fluorine, alkyl having a carbon atom number of 1 to 4, vinyl or methoxy and an alkylene group which has a carbon atom number of 1 to 8 and in which optional —CH 2 — may be substituted with —O—, —CH═CH— or cycloalkylene; and when the phenyl or a phenyl group in the phenylalkyl has plural substituents, the substituents may be the same group or different groups.

9. The silicon compound as described in claim 3 , wherein all R 1 's are the same group selected from alkyl having a carbon atom number of 1 to 8 in which optional hydrogen may be substituted with fluorine and in which optional —CH 2 — may be substituted with —O—, —CH═CH—, cycloalkylene or cycloalkenylene, phenyl in which optional hydrogen may be substituted with halogen, methyl or methoxy, non-substituted naphthyl and phenylalkyl constituted from a phenyl group in which optional hydrogen may be substituted with fluorine, alkyl having a carbon atom number of 1 to 4, vinyl or methoxy and an alkylene group which has a carbon atom number of 1 to 8 and in which optional —CH 2 — may be substituted with —O—, —CH═CH— or cycloalkylene; and when the phenyl or a phenyl group in the phenylalkyl has plural substituents, the substituents may be the same group or different groups.

10. The silicon compound as described in claim 3 , wherein all R 1 's are phenyl.

11. The silicon compound as described in claim 3 , wherein all R 1 's are phenyl, and R 2 and R 3 are methyl.

12. The silicon compound as described in claim 3 , wherein all R 1 's are the same group selected from alkyl having a carbon atom number of 1 to 8 in which optional hydrogen may be substituted with fluorine and in which optional —CH 2 — may be substituted with —O—, —CH═CH—, cycloalkylene or cycloalkenylene, phenyl in which optional hydrogen may be substituted with halogen, methyl or methoxy, non-substituted naphthyl and phenylalkyl constituted from a phenyl group in which optional hydrogen may be substituted with fluorine, alkyl having a carbon atom number of 1 to 4, vinyl or methoxy and an alkylene group which has a carbon atom number of 1 to 8 and in which optional —CH 2 — may be substituted with —O—, —CH═CH— or cycloalkylene; when the phenyl or a phenyl group in the phenylalkyl has plural substituents, the substituents may be the same group or different groups; and A is the group represented by Formula (2-1):

13. The silicon compound as described in claim 3 , wherein all R 1 's are phenyl; A is the group represented by Formula (2-1); and Z 1 in Formula (2-1) is alkylene which has a carbon atom number of 2 to 10 and in which optional —CH 2 — may be substituted with —O—.

14. The silicon compound as described in claim 3 , wherein all R 1 's are phenyl; R 2 and R 3 are methyl; A is the group represented by Formula (2-1); in Formula (2-1), Z 1 is —C 2 H 4 —, —C 3 H 6 — or —C 2 H 4 —O—C 3 H 6 —; R 4 and R 5 are methyl; and X 1 is bromine.

15. The silicon compound as described in claim 3 , wherein all R 1 's are the same group selected from alkyl having a carbon atom number of 1 to 8 in which optional hydrogen may be substituted with fluorine and in which optional —CH 2 — may be substituted with —O—, —CH═CH—, cycloalkylene or cycloalkenylene, phenyl in which optional hydrogen may be substituted with halogen, methyl or methoxy, non-substituted naphthyl and phenylalkyl constituted from a phenyl group in which optional hydrogen may be substituted with fluorine, alkyl having a carbon atom number of 1 to 4, vinyl or methoxy and an alkylene group which has a carbon atom number of 1 to 8 and in which optional —CH 2 — may be substituted with —O—, —CH═CH— or cycloalkylene; when the phenyl or a phenyl group in the phenylalkyl has plural substituents, the substituents may be the same group or different groups; and A is the group represented by Formula (2-2):

16. The silicon compound as described in claim 3 , wherein all R 1 's are phenyl; A is the group represented by Formula (2-2); Z 3 in Formula (2-2) is —C 2 H 4 —Z 9 ; and Z 9 is a single bond or alkylene which has a carbon atom number of 1 to 8 and in which optional —CH 2 — may be substituted with —O— or —COO—.

17. The silicon compound as described in claim 3 , wherein all R 1 's are phenyl; R 2 and R 3 are methyl; A is the group represented by Formula (2-2); in Formula (2-2), Z 3 is —C 2 H 4 —; X 2 is chlorine or bromine; and a is 0.

18. The silicon compound as described in claim 3 , wherein all R 1 's are the same group selected from alkyl having a carbon atom number of 1 to 8 in which optional hydrogen may be substituted with fluorine and in which optional —CH 2 — may be substituted with —O—, —CH═CH—, cycloalkylene or cycloalkenylene, phenyl in which optional hydrogen may be substituted with halogen, methyl or methoxy, non-substituted naphthyl and phenylalkyl constituted from a phenyl group in which optional hydrogen may be substituted with fluorine, alkyl having a carbon atom number of 1 to 4, vinyl or methoxy and an alkylene group which has a carbon atom number of 1 to 8 and in which optional —CH 2 — may be substituted with —O—, —CH═CH— or cycloalkylene; when the phenyl or a phenyl group in the phenylalkyl has plural substituents, the substituents may be the same group or different groups; and A is the group represented by Formula (2-3):

wherein Z 5 is alkylene which has a carbon atom number of 1 to 3 and in which optional —CH 2 — may be substituted with —O—; Z 7 is alkylene which has a carbon atom number of 2 to 10 and in which optional —CH 2 — may be substituted with —O—, —COO— or —OCO—; R 7 is alkyl having a carbon atom number of 1 to 3; a is an integer of 0 to 2; X 3 is halogen; and a bonding position of Z 5 on the benzene ring is a meta position or a para position to a bonding position of Z 7 , and a bonding position of R 7 is an optional position excluding the respective bonding positions of Z 5 and Z 7 .

19. The silicon compound as described in claim 3 , wherein all R 1 's are phenyl; A is the group represented by Formula (2-3); Z 7 in Formula (2-3) is —C 2 H 4 —Z 10 , and Z 10 is a single bond or alkylene which has a carbon atom number of 1 to 8 and in which optional —CH 2 — may be substituted with —O—, —COO— or —OCO—.

20. The silicon compound as described in claim 3 , wherein all R 1 's are phenyl; R 2 and R 3 are methyl; A is the group represented by Formula (2-3); in Formula (2-3), Z 5 is —CH 2 —; Z 7 is —C 2 H 4 —; X 3 is chlorine or bromine; and a is 0.

21. The silicon compound as described in claim 3 , wherein all R 1 's are the same group selected from alkyl having a carbon atom number of 1 to 8 in which optional hydrogen may be substituted with fluorine and in which optional —CH 2 — may be substituted with —O—, —CH═CH—, cycloalkylene or cycloalkenylene, phenyl in which optional hydrogen may be substituted with halogen, methyl or methoxy, non-substituted naphthyl and phenylalkyl constituted from a phenyl group in which optional hydrogen may be substituted with fluorine, alkyl having a carbon atom number of 1 to 4, vinyl or methoxy and an alkylene group which has a carbon atom number of 1 to 8 and in which optional —CH 2 — may be substituted with —O—, —CH═CH— or cycloalkylene; when the phenyl or a phenyl group in the phenylalkyl has plural substituents, the substituents may be the same group or different groups; and A is the group represented by Formula (2-4):

wherein R 8 and R 9 are independently hydrogen, alkyl having a carbon atom number of 1 to 12, cycloalkyl having a carbon atom number of 5 to 10 or aryl having a carbon atom number of 6 to 10, and R 8 and R 9 may be combined with each other to form a ring together with N; Z 5 is alkylene which has a carbon atom number of 1 to 3 and in which optional —CH 2 — may be substituted with —O—; Z 7 is alkylene which has a carbon atom number of 2 to 10 and in which optional —CH 2 — may be substituted with —O—, —COO— or —OCO—; R 7 is alkyl having a carbon atom number of 1 to 3; a is an integer of 0 to 2; and a bonding position of Z 5 on the benzene ring is a meta position or a para position to a bonding position of Z 7 , and a bonding position of R 7 is an optional position excluding the respective bonding positions of Z 5 and Z 7 .

22. The silicon compound as described in claim 3 , wherein all R 1 's are phenyl; A is the group represented by Formula (2-4); and in Formula (2-4), Z 7 is —C 2 H 4 —Z 10 , and Z 10 is a single bond or alkylene which has a carbon atom number of 1 to 8 and in which optional —CH 2 — may be substituted with —O—, —COO— or —OCO—.

23. The silicon compound as described in claim 3 , wherein all R 1 's are phenyl; R 2 and R 3 are methyl; A is the group represented by Formula (2-4); in Formula (2-4), R 8 and R 8 are ethyl; Z 5 is —CH 2 —; Z 7 is —C 2 H 4 —; and a is 0.

24. A production process for a silicon compound represented by Formula (1-1) characterized by obtaining a compound represented by Formula (5) by a step (a) and carrying out a step (b) and then a step (c):

wherein Z 2 is a single bond or alkylene having a carbon atom number of 1 to 18 or alkenylene having a carbon atom number of 2 to 6, and optional —CH 2 — in these alkylene and alkenylene may be substituted with —O—; R 4 is hydrogen, alkyl having a carbon atom number of 1 to 20, aryl having a carbon atom number of 6 to 20 or arylalkyl having a carbon atom number of 7 to 20; R 5 is alkyl having a carbon atom number of 1 to 20, aryl having a carbon atom number of 6 to 20 or arylalkyl having a carbon atom number of 7 to 20; and X 1 is halogen;

a step in which a compound represented by Formula (3-1) is reacted with a compound represented by Formula (4) to thereby obtain a compound represented by Formula (5):

wherein in the above formulas, R 1 , R 2 and R 3 have the same meanings as those of these codes in Formula (1-1), and M is a monovalent alkali metal atom;

a step in which the compound represented by Formula (5) is reacted with a compound represented by Formula (6) in the presence of a transition metal catalyst to obtain a silicon compound represented by Formula (7):

wherein Z 2 in the above formulas has the same meaning as that of Z 2 in Formula (2-1-1), and R 1 , R 2 and R 3 in Formula (7) have the same meanings as those of these codes in Formula (1-1);

a step in which the compound represented by Formula (7) is reacted with a compound represented by Formula (8) to obtain the silicon compound represented by Formula (1-1):

wherein R 4 , R 5 and X 1 have the same meanings as those of these codes in Formula (2-1-1); and X is halogen.

25. The production process as described in claim 24 , wherein all R 1 's are the same group selected from alkyl having a carbon atom number of 1 to 8 in which optional hydrogen may be substituted with fluorine and in which optional —CH 2 — may be substituted with —O—, —CH═CH—, cycloalkylene or cycloalkenylene, phenyl in which optional hydrogen may be substituted with halogen, methyl or methoxy, non-substituted naphthyl and phenylalkyl constituted from a phenyl group in which optional hydrogen may be substituted with fluorine, alkyl having a carbon atom number of 1 to 4, vinyl or methoxy and an alkylene group which has a carbon atom number of 1 to 8 and in which optional —CH 2 — may be substituted with —O—, —CH═CH— or cycloalkylene; when the phenyl or a phenyl group in the phenylalkyl has plural substituents, the substituents may be the same group or different groups; and R 2 and R 3 are groups independently selected from alkyl having a carbon atom number of 1 to 8, phenyl and cyclohexyl.

26. The production process as described in claim 24 , wherein all R 1 's are phenyl, and R 2 and R 3 are methyl.

27. A production process for a silicon compound represented by Formula (1-1) characterized by obtaining a compound represented by Formula (5) by a step (d) and carrying out a step (b) and then a step (c):

a step in which a compound represented by Formula (3-2) is reacted with a compound represented by Formula (4) to thereby obtain a compound represented by Formula (5):

wherein R 1 , R 2 and R 3 in the above formulas have the same meanings as those of these codes in Formula (1-1);

wherein Z 2 in the above formulas has the same meaning as that of Z 2 in Formula (2-1-1), and R 1 , R 2 and R 3 in Formula (7) have the same meanings as those of these codes in Formula (1-1);

a step in which the compound represented by Formula (7) is reacted with a compound represented by Formula (8) to obtain the silicon compound represented by Formula (1-1):

wherein R 4 , R 5 and X 1 have the same meanings as those of these codes in Formula (2-1-1); and X is halogen.

28. The production process as described in claim 27 , wherein all R 1 's are the same group selected from alkyl having a carbon atom number of 1 to 8 in which optional hydrogen may be substituted with fluorine and in which optional —CH 2 — may be substituted with —O—, —CH═CH—, cycloalkylene or cycloalkenylene, phenyl in which optional hydrogen may be substituted with halogen, methyl or methoxy, non-substituted naphthyl and phenylalkyl constituted from a phenyl group in which optional hydrogen may be substituted with fluorine, alkyl having a carbon atom number of 1 to 4, vinyl or methoxy and an alkylene group which has a carbon atom number of 1 to 8 and in which optional —CH 2 — may be substituted with —O—, —CH═CH— or cycloalkylene; when the phenyl or a phenyl group in the phenylalkyl has plural substituents, the substituents may be the same group or different groups; and R 2 and R 3 are groups independently selected from alkyl having a carbon atom number of 1 to 8, phenyl and cyclohexyl.

29. The production process as described in claim 27 , wherein all R 1 's are phenyl, and R 2 and R 3 are methyl.

30. A production process for a silicon compound represented by Formula (1-3) characterized by carrying out a step (e) and then a step (f):

wherein Z 5 is alkylene which has a carbon atom number of 1 to 3 and in which optional —CH 2 — may be substituted with —O—; Z 6 is a single bond or alkylene which has a carbon atom number of 1 to 8 and in which optional —CH 2 — may be substituted with —O—, —COO— or —OCO—; R 7 is alkyl having a carbon atom number of 1 to 3; a is an integer of 0 to 2; X 3 is halogen; and a bonding position of Z 5 on the benzene ring is a meta position or a para position to a bonding position of Z 6 , and a bonding position of R 7 is an optional position excluding the respective bonding positions of Z 5 and Z 6 ;

a step in which a compound represented by Formula (4) is reacted with a compound represented by Formula (3-1) or a compound represented by Formula (3-2) to obtain a silicon compound represented by Formula (5):

wherein R 1 , R 2 and R 3 in the above formulas have the same meanings as those of these codes in Formula (1-3), and M is a monovalent alkali metal atom;

a step in which the compound represented by Formula (5) is reacted with a compound represented by Formula (2-3-2) to obtain the silicon compound represented by Formula (1-3):

wherein Z 5 , Z 6 , R 7 , a and X 3 have the same meanings as those of these codes in Formula (2-3-1); and the bonding positions of Z 5 and R 7 on the benzene ring are the same as the bonding positions thereof in Formula (2-3-1).

31. The production process as described in claim 30 , wherein all R 1 's are the same group selected from alkyl having a carbon atom number of 1 to 8 in which optional hydrogen may be substituted with fluorine and in which optional —CH 2 — may be substituted with —O—, —CH═CH—, cycloalkylene or cycloalkenylene, phenyl in which optional hydrogen may be substituted with halogen, methyl or methoxy, non-substituted naphthyl and phenylalkyl constituted from a phenyl group in which optional hydrogen may be substituted with fluorine, alkyl having a carbon atom number of 1 to 4, vinyl or methoxy and an alkylene group which has a carbon atom number of 1 to 8 and in which optional —CH 2 — may be substituted with —O—, —CH═CH— or cycloalkylene; when the phenyl or a phenyl group in the phenylalkyl has plural substituents, the substituents may be the same group or different groups; and R 2 and R 3 are groups independently selected from alkyl having a carbon atom number of 1 to 8, phenyl and cyclohexyl.

32. The production process as described in claim 30 , wherein all R 1 's are phenyl, and R 2 and R 3 are methyl.

33. A production process for a silicon compound represented by Formula (1-4) characterized by reacting a silicon compound represented by Formula (1-3) with a compound represented by Formula (9):

wherein Z 5 is alkylene which has a carbon atom number of 1 to 3 and in which optional —CH 2 — may be substituted with —O—; Z 6 is a single bond or alkylene which has a carbon atom number of 1 to 8 and in which optional —CH 2 — may be substituted with —O—, —COO— or —OCO—; R 8 and R 9 are independently hydrogen, alkyl having a carbon atom number of 1 to 12, cycloalkyl having a carbon atom number of 5 to 10 or aryl having a carbon atom number of 6 to 10, and R 8 and R 9 may be combined with each other to form a ring together with N; R 7 is alkyl having a carbon atom number of 1 to 3; a is an integer of 0 to 2; and a bonding position of Z 5 on the benzene ring is a meta position or a para position to a bonding position of Z 6 , and a bonding position of R 7 is an optional position excluding the respective bonding positions of Z 5 and Z 6 ;

wherein R 1 , R 2 and R 3 have the same meanings as those of these codes in Formula (1-4), and A 3 is a group represented by Formula (2-3-1):

wherein Z 5 , Z 6 , R 7 and a have the same meanings as those of these codes in Formula (2-4-1); X 3 is halogen; and the bonding positions of Z 5 and R 7 on the benzene ring are the same as the bonding positions thereof in Formula (2-4-1);

wherein R 8 and R 9 have the same meanings as those of these codes in Formula (2-4-1); M 1 is a metal element of the first group or the second group in the periodic table; and p is the same value as a valence of M 1 .

34. The production process as described in claim 33 , wherein all R 1 's are the same group selected from alkyl having a carbon atom number of 1 to 8 in which optional hydrogen may be substituted with fluorine and in which optional —CH 2 — may be substituted with —O—, —CH═CH—, cycloalkylene or cycloalkenylene, phenyl in which optional hydrogen may be substituted with halogen, methyl or methoxy, non-substituted naphthyl and phenylalkyl constituted from a phenyl group in which optional hydrogen may be substituted with fluorine, alkyl having a carbon atom number of 1 to 4, vinyl or methoxy and an alkylene group which has a carbon atom number of 1 to 8 and in which optional —CH 2 — may be substituted with —O—, —CH═CH— or cycloalkylene; when the phenyl or a phenyl group in the phenylalkyl has plural substituents, the substituents may be the same group or different groups; and R 2 and R 3 are groups independently selected from alkyl having a carbon atom number of 1 to 8, phenyl and cyclohexyl.

35. The production process as described in claim 33 , wherein all R 1 's are phenyl, and R 2 and R 3 are methyl.

36. A production process for a silicon compound represented by Formula (1-1) characterized by carrying out a step (g) and then a step (h):

a step in which a compound represented by Formula (4) is reacted with a compound represented by Formula (2-1-2) in the presence of a transition metal catalyst to obtain a silicon compound represented by Formula (2-1-3):

wherein R 2 and R 3 in the above formulas have the same meanings as those of these codes in Formula (1-1), and Z 2 , R 4 , R 5 and X 1 have the same meanings as those of these codes in Formula (2-1-1);

a step in which the compound represented by Formula (2-1-3) is reacted with a compound represented by Formula (3-1) or a compound represented by Formula (3-2) to thereby obtain the compound represented by Formula (1-1):

wherein R 1 in the above formulas has the same meaning as that of R 1 in Formula (1-1), and M is a monovalent alkali metal atom.

37. The production process as described in claim 36 , wherein all R 1 's are the same group selected from alkyl having a carbon atom number of 1 to 8 in which optional hydrogen may be substituted with fluorine and in which optional —CH 2 — may be substituted with —O—, —CH═CH—, cycloalkylene or cycloalkenylene, phenyl in which optional hydrogen may be substituted with halogen, methyl or methoxy, non-substituted naphthyl and phenylalkyl constituted from a phenyl group in which optional hydrogen may be substituted with fluorine, alkyl having a carbon atom number of 1 to 4, vinyl or methoxy and an alkylene group which has a carbon atom number of 1 to 8 and in which optional —CH 2 — may be substituted with —O—, —CH═CH— or cycloalkylene; when the phenyl or a phenyl group in the phenylalkyl has plural substituents, the substituents may be the same group or different groups; and R 2 and R 3 are groups independently selected from alkyl having a carbon atom number of 1 to 8, phenyl and cyclohexyl.

38. The production process as described in claim 36 , wherein all R 1 's are phenyl, and R 2 and R 3 are methyl.

39. A production process for a silicon compound represented by Formula (1-2) characterized by carrying out a step (i) and then a step (j):

wherein Z 4 is a single bond or alkylene having a carbon atom number of 1 to 8, and optional —CH 2 — in the above alkylene may be substituted with —O— or —COO—; R 6 is alkyl having a carbon atom number of 1 to 3; a is an integer of 0 to 2; X 2 is halogen; and a bonding position of —SO 2 X 2 on the benzene ring is an ortho position, a meta position or a para position to a bonding position of Z 4 , and a bonding position of R 6 is an optional position excluding the respective bonding positions of Z 4 and —SO 2 X 2 ;

a step in which a compound represented by Formula (4) is reacted with a compound represented by Formula (2-2-2) in the presence of a transition metal catalyst to obtain a compound represented by Formula (2-2-3):

wherein R 2 and R 3 in the above formulas have the same meanings as those of these codes in Formula (1-2); Z 4 , R 6 , a and X 2 have the same meanings as those of these codes in Formula (2-2-1); and the bonding positions of —SO 2 X 2 and R 6 on the benzene ring are the same as the bonding positions thereof in Formula (2-2-1);

a step in which the compound represented by Formula (2-2-3) is reacted with a compound represented by Formula (3-1) or a compound represented by Formula (3-2) to obtain the silicon compound represented by Formula (1-2):

wherein R 1 in the above formulas has the same meaning as that of R 1 in Formula (1-1); and M is a monovalent alkali metal atom.

40. The production process as described in claim 39 , wherein all R 1 's are the same group selected from alkyl having a carbon atom number of 1 to 8 in which optional hydrogen may be substituted with fluorine and in which optional —CH 2 — may be substituted with —O—, —CH═CH—, cycloalkylene or cycloalkenylene, phenyl in which optional hydrogen may be substituted with halogen, methyl or methoxy, non-substituted naphthyl and phenylalkyl constituted from a phenyl group in which optional hydrogen may be substituted with fluorine, alkyl having a carbon atom number of 1 to 4, vinyl or methoxy and an alkylene group which has a carbon atom number of 1 to 8 and in which optional —CH 2 — may be substituted with —O—, —CH═CH— or cycloalkylene; when the phenyl or a phenyl group in the phenylalkyl has plural substituents, the substituents may be the same group or different groups; and R 2 and R 3 are groups independently selected from alkyl having a carbon atom number of 1 to 8, phenyl and cyclohexyl.

41. The production process as described in claim 39 , wherein all R 1 's are phenyl, and R 2 and R 3 are methyl.

42. A production process for a silicon compound represented by Formula (1-3) characterized by carrying out a step (k) and then a step (l):

a step in which a compound represented by Formula (4) is reacted with a compound represented by Formula (2-3-2) in the presence of a transition metal catalyst to obtain a compound represented by Formula (2-3-3):

wherein R 2 and R 3 in the above formulas have the same meanings as those of these codes in Formula (1-3); Z 5 , Z 6 , R 7 , a and X 3 have the same meanings as those of these codes in Formula (2-3-1); and the bonding positions of Z 5 and R 7 on the benzene ring are the same as the bonding positions thereof in Formula (2-3-1);

a step in which the compound represented by Formula (2-3-3) is reacted with a compound represented by Formula (3-1) or a compound represented by Formula (3-2) to thereby obtain the silicon compound represented by Formula (1-3):

wherein R 1 in the above formulas has the same meaning as that of R 1 in Formula (1-3); and M is a monovalent alkali metal atom.

43. The production process as described in claim 42 , wherein all R 1 's are the same group selected from alkyl having a carbon atom number of 1 to 8 in which optional hydrogen may be substituted with fluorine and in which optional —CH 2 — may be substituted with —O—, —CH═CH—, cycloalkylene or cycloalkenylene, phenyl in which optional hydrogen may be substituted with halogen, methyl or methoxy, non-substituted naphthyl and phenylalkyl constituted from a phenyl group in which optional hydrogen may be substituted with fluorine, alkyl having a carbon atom number of 1 to 4, vinyl or methoxy and an alkylene group which has a carbon atom number of 1 to 8 and in which optional —CH 2 — may be substituted with —O—, —CH═CH— or cycloalkylene; when the phenyl or a phenyl group in the phenylalkyl has plural substituents, the substituents may be the same group or different groups; and R 2 and R 3 are groups independently selected from alkyl having a carbon atom number of 1 to 8, phenyl and cyclohexyl.

44. The production process as described in claim 42 , wherein all R 1 's are phenyl, and R 2 and R 3 are methyl.

45. A polymer obtained by polymerizing an addition-polymerizable monomer using the silicon compound as described in claim 1 as an initiator and using a transition metal complex as a catalyst.

46. A polymer obtained by polymerizing an addition-polymerizable monomer using the silicon compound as described in claim 3 as an initiator and using a transition metal complex as a catalyst.

47. A polymer represented by Formula (P-1):

wherein all R 11 's are the same group selected from alkyl having a carbon atom number of 1 to 8 in which optional hydrogen may be substituted with fluorine and in which optional —CH 2 — may be substituted with —O—, —CH═CH—, cycloalkylene or cycloalkenylene, phenyl in which optional hydrogen may be substituted with halogen, methyl or methoxy, non-substituted naphthyl and phenylalkyl constituted from a phenyl group in which optional hydrogen may be substituted with fluorine, alkyl having a carbon atom number of 1 to 4, vinyl or methoxy and an alkylene group which has a carbon atom number of 1 to 8 and in which optional —CH 2 — may be substituted with —O—, —CH═CH— or cycloalkylene; when the phenyl or a phenyl group in the phenylalkyl has plural substituents, the substituents may be the same group or different groups; R 2 and R 3 are groups independently selected from alkyl having a carbon atom number of 1 to 8, phenyl and cyclohexyl; and B 1 is a group represented by Formula (2-1-P):

48. A polymer represented by Formula (P-2):

wherein Z 3 is alkylene having a carbon atom number of 2 to 10, and optional —CH 2 — in the above alkylene may be substituted with —O— or —COO—; R 6 is alkyl having a carbon atom number of 1 to 3; a is an integer of 0 to 2; X 2 is halogen; a bonding position of —SO 2 — on the benzene ring is an ortho position, a meta position or a para position to a bonding position of Z 3 , and a bonding position of R 6 is an optional position excluding the respective bonding positions of Z 3 and —SO 2 —; and P 2 is a chain of a structural unit obtained by polymerizing an addition-polymerizable monomer.

49. A polymer represented by Formula (P-3):

wherein Z 5 is alkylene which has a carbon atom number of 1 to 3 and in which optional —CH 2 — may be substituted with —O—; Z 7 is alkylene which has a carbon atom number of 2 to 10 and in which optional —CH 2 — may be substituted with —O—, —COO— or —OCO—; R 7 is alkyl having a carbon atom number of 1 to 3; a is an integer of 0 to 2; X 3 is halogen; a bonding position of Z 5 on the benzene ring is a meta position or a para position to a bonding position of Z 7 , and a bonding position of R 7 is an optional position excluding the respective bonding positions of Z 5 and Z 7 ; and P 3 is a chain of a structural unit obtained by polymerizing an addition-polymerizable monomer.

50. A polymer represented by Formula (P-4):

wherein Z 5 is alkylene which has a carbon atom number of 1 to 3 and in which optional —CH 2 — may be substituted with —O—; Z 7 is alkylene which has a carbon atom number of 2 to 10 and in which optional —CH 2 — may be substituted with —O—, —COO— or —OCO—; R 8 and R 9 are independently hydrogen, alkyl having a carbon atom number of 1 to 12, cycloalkyl having a carbon atom number of 5 to 10 or aryl having a carbon atom number of 6 to 10, and R 8 and R 9 may be combined with each other to form a ring together with N; R 7 is alkyl having a carbon atom number of 1 to 3; a is an integer of 0 to 2; a bonding position of Z 5 on the benzene ring is a meta position or a para position to a bonding position of Z 7 , and a bonding position of R 7 is an optional position excluding the respective bonding positions of Z 5 and Z 7 ; and P 4 is a chain of a structural unit obtained by polymerizing an addition-polymerizable monomer.

51. The polymer as described in claim 47 , wherein the addition-polymerizable monomer is at least one selected from the group of (meth)acrylic acid derivatives and the group of styrene derivatives.

52. The polymer as described in claim 48 , wherein the addition-polymerizable monomer is at least one selected from the group of (meth)acrylic acid derivatives and the group of styrene derivatives.

53. The polymer as described in claim 49 , wherein the addition-polymerizable monomer is at least one selected from the group of (meth)acrylic acid derivatives and the group of styrene derivatives.

54. The polymer as described in claim 50 , wherein the addition-polymerizable monomer is at least one selected from the group of (meth)acrylic acid derivatives and the group of styrene derivatives.

Assignments (2)

ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 27, 2011

From: CHISSO CORPORATION

To: JNC CORPORATION

Reel/Frame 026187/0940 →

ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 8, 2005

From: OIKAWA, HISAO; YAMAHIRO, MIKIO; YOSHIDA, KAZUHIRO; OOTAKE, NOBUMASA; WATANABE, KENICHI; OHNO, KOHJI; TSUJII, YOSHINOBU; FUKUDA, TAKESHI

To: CHISSO CORPORATION

Reel/Frame 016756/0410 →

Priority Claims (1)

JP 2004-138513 · May 7, 2004 · national

Continuity (1)

Related Publication 20050250925A1 · Nov 10, 2005