US 7,256,243 B2 · Silicon compound

A silicon compound represented by Formula (1):

wherein respective R1'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 —CH2— 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 —CH2— may be substituted with —O—, —CH═CH— or cycloalkylene;
R2 and R3 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.

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 respective R1'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 —CH2— 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 —CH2— may be substituted with —O—, —CH═CH— or cycloalkylene;
R2 and R3 are groups independently selected from alkyl having a carbon atom number of 1 to 8, phenyl and cyclohexyl;
and A1 is a group represented by Formula (2-1-1):
wherein Z2 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 —CH2— in these alkylene and alkenylene may be substituted with —O—;
R4 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;
R5 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 X1 is halogen;
<Step (a)>
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, R1, R2 and R3 have the same meanings as those of these codes in Formula (1-1), and M is a monovalent alkali metal atom;
<Step (b)>
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 Z2 in the above formulas has the same meaning as that of Z2 in Formula (2-1-1), and R1, R2 and R3 in Formula (7) have the same meanings as those of these codes in Formula (1-1);
<Step (c)>
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 R4, R5 and X1 have the same meanings as those of these codes in Formula (2-1-1);
and X is halogen.

14 more elements

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):

wherein respective R1'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 —CH2— 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 —CH2— may be substituted with —O—, —CH═CH— or cycloalkylene;
R2 and R3 are groups independently selected from alkyl having a carbon atom number of 1 to 8, phenyl and cyclohexyl;
and A1 is a group represented by Formula (2-1-1):
wherein Z2 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 —CH2— in these alkylene and alkenylene may be substituted with —O—;
R4 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;
R5 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 X1 is halogen;
<Step (d)>
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 R1, R2 and R3 in the above formulas have the same meanings as those of these codes in Formula (1-1);
<Step (b)>
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 Z2 in the above formulas has the same meaning as that of Z2 in Formula (2-1-1), and R1, R2 and R3 in Formula (7) have the same meanings as those of these codes in Formula (1-1);
<Step (c)>
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 R4, R5 and X1 have the same meanings as those of these codes in Formula (2-1-1);
and X is halogen.

14 more elements

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 respective R1'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 —CH2— 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 —CH2— may be substituted with —O—, —CH═CH— or cycloalkylene;
R2 and R3 are groups independently selected from alkyl having a carbon atom number of 1 to 8, phenyl and cyclohexyl;
and A3 is a group represented by Formula (2-3-1):
wherein Z5 is alkylene which has a carbon atom number of 1 to 3 and in which optional —CH2— may be substituted with —O—;
Z6 is a single bond or alkylene which has a carbon atom number of 1 to 8 and in which optional —CH2— may be substituted with —O—, —COO— or —OCO—;
R7 is alkyl having a carbon atom number of 1 to 3;
a is an integer of 0 to 2;
X3 is halogen;
and a bonding position of Z5 on the benzene ring is a meta position or a para position to a bonding position of Z6, and a bonding position of R7 is an optional position excluding the respective bonding positions of Z5 and Z6;
<Step (e)>
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 R1, R2 and R3 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;
<Step (f)>
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 Z5, Z6, R7, a and X3 have the same meanings as those of these codes in Formula (2-3-1);
and the bonding positions of Z5 and R7 on the benzene ring are the same as the bonding positions thereof in Formula (2-3-1).

13 more elements

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 respective R1'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 —CH2— 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 —CH2— may be substituted with —O—, —CH═CH— or cycloalkylene;
R2 and R3 are groups independently selected from alkyl having a carbon atom number of 1 to 8, phenyl and cyclohexyl;
and A4 is a group represented by Formula (2-4-1):
wherein Z5 is alkylene which has a carbon atom number of 1 to 3 and in which optional —CH2— may be substituted with —O—;
Z6 is a single bond or alkylene which has a carbon atom number of 1 to 8 and in which optional —CH2— may be substituted with —O—, —COO— or —OCO—;
R8 and R9 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 R8 and R9 may be combined with each other to form a ring together with N;
R7 is alkyl having a carbon atom number of 1 to 3;
a is an integer of 0 to 2;
and a bonding position of Z5 on the benzene ring is a meta position or a para position to a bonding position of Z6, and a bonding position of R7 is an optional position excluding the respective bonding positions of Z5 and Z6;
wherein R1, R2 and R3 have the same meanings as those of these codes in Formula (1-4), and A3 is a group represented by Formula (2-3-1):
wherein Z5, Z6, R7 and a have the same meanings as those of these codes in Formula (2-4-1);
X3 is halogen;
and the bonding positions of Z5 and R7 on the benzene ring are the same as the bonding positions thereof in Formula (2-4-1);
wherein R8 and R9 have the same meanings as those of these codes in Formula (2-4-1);
M1 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 M1.

13 more elements

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

wherein respective R1'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 —CH2— 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 —CH2— may be substituted with —O—, —CH═CH— or cycloalkylene;
R2 and R3 are groups independently selected from alkyl having a carbon atom number of 1 to 8, phenyl and cyclohexyl;
and A1 is a group represented by Formula (2-1-1):
wherein Z2 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 —CH2— in these alkylene and alkenylene may be substituted with —O—;
R4 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;
R5 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 X1 is halogen;
<Step (g)>
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 R2 and R3 in the above formulas have the same meanings as those of these codes in Formula (1-1), and Z2, R4, R5 and X1 have the same meanings as those of these codes in Formula (2-1-1);
<Step (h)>
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 R1 in the above formulas has the same meaning as that of R1 in Formula (1-1), and M is a monovalent alkali metal atom.

10 more elements

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 respective R1'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 —CH2— 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 —CH2— may be substituted with —O—, —CH═CH— or cycloalkylene;
R2 and R3 are groups independently selected from alkyl having a carbon atom number of 1 to 8, phenyl and cyclohexyl;
and A2 is a group represented by Formula (2-2-1):
wherein Z4 is a single bond or alkylene having a carbon atom number of 1 to 8, and optional —CH2— in the above alkylene may be substituted with —O— or —COO—;
R6 is alkyl having a carbon atom number of 1 to 3;
a is an integer of 0 to 2;
X2 is halogen;
and a bonding position of —SO2X2 on the benzene ring is an ortho position, a meta position or a para position to a bonding position of Z4, and a bonding position of R6 is an optional position excluding the respective bonding positions of Z4 and —SO2X2;
<Step (i)>
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 R2 and R3 in the above formulas have the same meanings as those of these codes in Formula (1-2);
Z4, R6, a and X2 have the same meanings as those of these codes in Formula (2-2-1);
and the bonding positions of —SO2X2 and R6 on the benzene ring are the same as the bonding positions thereof in Formula (2-2-1);
<Step (j)>
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 R1 in the above formulas has the same meaning as that of R1 in Formula (1-1);
and M is a monovalent alkali metal atom.

14 more elements

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

wherein respective R1'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 —CH2— 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 —CH2— may be substituted with —O—, —CH═CH— or cycloalkylene;
R2 and R3 are groups independently selected from alkyl having a carbon atom number of 1 to 8, phenyl and cyclohexyl;
and A3 is a group represented by Formula (2-3-1):
wherein Z5 is alkylene which has a carbon atom number of 1 to 3 and in which optional —CH2— may be substituted with —O—;
Z6 is a single bond or alkylene which has a carbon atom number of 1 to 8 and in which optional —CH2— may be substituted with —O—, —COO— or —OCO—;
R7 is alkyl having a carbon atom number of 1 to 3;
a is an integer of 0 to 2;
X3 is halogen;
and a bonding position of Z5 on the benzene ring is a meta position or a para position to a bonding position of Z6, and a bonding position of R7 is an optional position excluding the respective bonding positions of Z5 and Z6;
<Step (k)>
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 R2 and R3 in the above formulas have the same meanings as those of these codes in Formula (1-3);
Z5, Z6, R7, a and X3 have the same meanings as those of these codes in Formula (2-3-1);
and the bonding positions of Z5 and R7 on the benzene ring are the same as the bonding positions thereof in Formula (2-3-1);
<Step (l)>
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 R1 in the above formulas has the same meaning as that of R1 in Formula (1-3);
and M is a monovalent alkali metal atom.

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A polymer represented by Formula (P-4):

wherein all R11'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 —CH2— 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 —CH2— 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;
R2 and R3 are groups independently selected from alkyl having a carbon atom number of 1 to 8, phenyl and cyclohexyl;
and B4 is a group represented by Formula (2-4-P):
wherein Z5 is alkylene which has a carbon atom number of 1 to 3 and in which optional —CH2— may be substituted with —O—;
Z7 is alkylene which has a carbon atom number of 2 to 10 and in which optional —CH2— may be substituted with —O—, —COO— or —OCO—;
R8 and R9 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 R8 and R9 may be combined with each other to form a ring together with N;
R7 is alkyl having a carbon atom number of 1 to 3;
a is an integer of 0 to 2;
a bonding position of Z5 on the benzene ring is a meta position or a para position to a bonding position of Z7, and a bonding position of R7 is an optional position excluding the respective bonding positions of Z5 and Z7;
and P4 is a chain of a structural unit obtained by polymerizing an addition-polymerizable monomer.

8 more elements

Silicon compound

Life of this patent

Abstract

Claims54

Silicon compound

Life of this patent

Abstract

Claims54