EP0457351A2
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EP
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Process for producing silane-modified polyphenylene ether and thermoplastic resin composition containing the same
Assignee: Mitsubishi Chemical Corp
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Filing: 1991-05-17
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Granted: —
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Expires: 2011-05-17
Abstract
Abstract A process for producing a terminal-modified polyphenylene ether represented by formula (III): wherein Q¹ represents a halogen atom, a primary or secondary alkyl group, a phenyl group, an aminoalkyl group, a hydrocarbon oxy group, or a halo-hydrocarbon oxy group; Q² represents a hydrogen atom, a halogen atom, a primary or secondary alkyl group, a phenyl group, a haloalkyl group, a hydrocarbon oxy group, or a halo-hydrocarbon oxy group; n represents an integer of at least 10; X represents an oxygen atom or a nitrogen atom; R¹ represents an alkylene group having from 1 to 12 carbon atoms; R² and R³ each represents a hydrocarbon group having from 1 to 6 carbon atoms; s represents 1 when X is an oxygen atom, or 2 when X is a nitrogen atom; and t represents an integer of from 1 to 3, which comprises reacting a polyphenylene ether represented by formula (I): wherein Q¹, Q², and n are as defined above, with a compound represented by formula (II): wherein X, R¹, R², R³, s, and t are as defined above; a process for producing an alkoxysilylated polyphenylene ether represented by formula (V): wherein Q¹, Q², and n are as defined above; R¹¹ represents a bond or an alkylene group having from 1 to 12 carbon atoms; R¹² and R¹³ each represents a hydrocarbon group having from 1 to 6 carbon atoms; and m represents an integer of from 1 to 3, which comprises reacting a polyphenylene ether represented by formula (I) shown above with a compound represented by formula (IV): wherein R¹¹, R¹², R¹³, and m are as defined above; and Y represents a halogen atom; and a thermoplastic resin composition comprising the modified polyphenylene ether of formula (III) or (IV) with a saturated polyester, a polyamide, or a modified olefin resin.
Inventors
- 👤 Mitsutoshi c/o Mitsubishi Petr. Co. Ltd Aritomi
- 👤 Haruo c/o Mitsubishi Petr. Co. Ltd Ohmura
- 👤 Hiroshi c/o Mitsubishi Petr. Co. Ltd Nakano
- 👤 Michiharu c/o Mitsubishi Petr. Co. Ltd Kihira
- 👤 Yusuke c/o Mitsubishi Petr. Co. Ltd Arashiro
- 👤 Fumiyoshi c/o Mitsubishi Petr. Co. Ltd Yamada
- 👤 Shinako c/o Mitsubishi Petr. Co. Ltd Mori
- 👤 Fumiyo c/o Mitsubishi Petr. Co. Ltd Ikehata
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-02 23:31
CPC Classifications
C; C08; C08G; C08G65/00; C08G65/34; C08G65/48; C08G65/485; C08L; C08L71/00; C08L71/08; C08L71/10; C08L71/12; C08L71/126; C08L67/00; C08L77/00
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
197 words
A process for producing a terminal-modified polyphenylene ether represented by formula (III): wherein Q¹ represents a halogen atom, a primary or secondary alkyl group, a phenyl group, an aminoalkyl group, a hydrocarbon oxy group, or a halo-hydrocarbon oxy group; Q² represents a hydrogen atom, a halogen atom, a primary or secondary alkyl group, a phenyl group, a haloalkyl group, a hydrocarbon oxy group, or a halo-hydrocarbon oxy group; n represents an integer of at least 10; X represents an oxygen atom or a nitrogen atom; R¹ represents an alkylene group having from 1 to 12 carbon atoms; R² and R³ each represents a hydrocarbon group having from 1 to 6 carbon atoms; s represents 1 when X is an oxygen atom, or 2 when X is a nitrogen atom; and t represents an integer of from 1 to 3, said process comprising reacting a polyphenylene ether represented by formula (I): wherein Q¹, Q², and n are as defined above, with a compound containing one alkoxysilyl group and one glycidyl group per molecule which is represented by formula (II): wherein X, R¹, R², R³, s, and t are as defined above, to produce said terminal modified polyphenylene ether.
Claim 2
Dependent Claim
18 words
A process as claimed in Claim 1, wherein said polyphenylene ether represented by formula (I) is poly(2,6-dimethyl-1,4-phenylene ether).
Claim 3
Dependent Claim
21 words
A process as claimed in Claim 1, wherein said compound represented by formula (II) is N-glycidyl-N,N-bis[3-(methyldimethoxysilyl)propyl]amine, N-glycidyl-N,N-bis[3-(trimethoxysilyl)propyl]amine, 3-glycidyloxypropyl(methyl)dimethoxysilane, 3-glycidyloxypropyltrimethoxysilane, or 3-glycidyloxypropyl(methyl)diethoxysilane.
Claim 4
Dependent Claim
54 words
A process as claimed in Claim 1, wherein said reacting is carried out by using from 2 to 50 mols of the compound represented by formula (II) per mol of the terminal phenolic hydroxyl group of the polyphenylene ether represented by formula (I) in an organic solvent in the presence of a basic catalyst.
Claim 5
Dependent Claim
15 words
A process as claimed in Claim 4, wherein said organic solvent is an aromatic hydrocarbon.
Claim 6
Dependent Claim
25 words
A process as claimed in Claim 4, wherein said basic catalyst is sodium methoxide, sodium ethoxide, benzyldimethylamine, triethylamine, tributylamine, 1,8-diazabicyclo[5,4,0]-7-undecene, sodium hydroxide or potassium hydroxide.
Claim 7
Dependent Claim
177 words
A process for producing an alkoxysilylated polyphenylene ether represented by formula (V): wherein Q¹ represents a halogen atom, a primary or secondary alkyl group, a phenyl group, an aminoalkyl group, a hydrocarbon oxy group, or a halo-hydrocarbon oxy group; Q² represents a hydrogen atom, a halogen atom, a primary or secondary alkyl group, a phenyl group, a haloalkyl group, a hydrocarbon oxy group, or a halo-hydrocarbon oxy group; n represents an integer of at least 10; R¹¹ represents a bond or an alkylene group having from 1 to 12 carbon atoms; R¹² and R¹³ each represents a hydrocarbon group having from 1 to 6 carbon atoms; and m represents an integer of from 1 to 3, said process comprising reacting a polyphenylene ether represented by formula (I): wherein Q¹, Q², and n are as defined above, with a compound containing a halogen atom and an alkoxysilyl group per molecule which is represented by formula (IV): wherein R¹¹, R¹², R¹³, and m are as defined above; and Y represents a halogen atom to produce said alkoxysilylated polyphenylene ester.
Claim 8
Dependent Claim
23 words
A process as claimed in Claim 7, wherein said compound represented by formula (IV) is 3-chloropropyl(methyl)diethoxysilane, 3-chloropropyl(methyl)dimethoxysilane, 3-chloropropyltrimethoxysilane, 3-chloropropyltriethoxysilane, 3-chloropropyl(dimethyl)methoxysilane, 2-chloroethyltrimethoxysilane, or 4-chlorobutyltrimethoxysilane.
Claim 9
Dependent Claim
54 words
A process as claimed in Claim 7, wherein said reacting is carried out by using from 1 to 50 mols of the compound represented by formula (IV) per mol of the terminal phenolic hydroxyl group of the polyphenylene ether represented by formula (I) in an organic solvent in the presence of a basic catalyst.
Claim 10
Dependent Claim
15 words
A process as claimed in Claim 9, wherein said organic solvent is an aromatic hydrocarbon.
Claim 11
Dependent Claim
25 words
A process as claimed in Claim 9, wherein said basic catalyst is sodium methoxide, sodium ethoxide, benzyldimethylamine, triethylamine, tributylamine, 1,8-diazabicyclo[5,4,0]-7-undecene, sodium hydroxide or potassium hydroxide.
Claim 12
Dependent Claim
160 words
A thermoplastic resin composition comprising (A) from 10 to 90% by weight of a terminal-modified polyphenylene ether represented by formula (III): wherein Q¹ represents a halogen atom, a primary or secondary alkyl group, a phenyl group, an aminoalkyl group, a hydrocarbon oxy group, or a halo-hydrocarbon oxy group; Q² represents a hydrogen atom, a halogen atom, a primary or secondary alkyl group, a phenyl group, a haloalkyl group, a hydrocarbon oxy group, or a halo-hydrocarbon oxy group; n represents an integer of at least 10; X represents an oxygen atom or a nitrogen atom; R¹ represents an alkylene group having from 1 to 12 carbon atoms; R² and R³ each represents a hydrocarbon group having from 1 to 6 carbon atoms; s represents 1 when X is an oxygen atom, or 2 when X is a nitrogen atom; and t represents an integer of from 1 to 3, and (B) from 10 to 90% by weight of a saturated polyester.
Claim 13
Dependent Claim
19 words
A thermoplastic resin composition as claimed in Claim 12, wherein said saturated polyester is polyethylene terephthalate or polybutylene terephthalate.
Claim 14
Dependent Claim
159 words
A thermoplastic resin composition comprising (A) from 10 to 90% by weight of a terminal-modified polyphenylene ether represented by formula (III): wherein Q¹ represents a halogen atom, a primary or secondary alkyl group, a phenyl group, an aminoalkyl group, a hydrocarbon oxy group, or a halo-hydrocarbon oxy group; Q² represents a hydrogen atom, a halogen atom, a primary or secondary alkyl group, a phenyl group, a haloalkyl group, a hydrocarbon oxy group, or a halo-hydrocarbon oxy group; n represents an integer of at least 10; X represents an oxygen atom or a nitrogen atom; R¹ represents an alkylene group having from 1 to 12 carbon atoms; R² and R³ each represents a hydrocarbon group having from 1 to 6 carbon atoms; s represents 1 when X is an oxygen atom, or 2 when X is a nitrogen atom; and t represents an integer of from 1 to 3, and (C) from 10 to 90% by weight of a polyamide.
Claim 15
Dependent Claim
21 words
A thermoplastic resin composition as claimed in Claim 14, wherein said polyamide is nylon-6, nylon-6,6, nylon-6,10, nylon-6,12, nylon-4, nylon-4,6, or nylon-12.
Claim 16
Dependent Claim
161 words
A thermoplastic resin composition comprising (A) from 10 to 90% by weight of a terminal-modified polyphenylene ether represented by formula (III): wherein Q¹ represents a halogen atom, a primary or secondary alkyl group, a phenyl group, an aminoalkyl group, a hydrocarbon oxy group, or a halo-hydrocarbon oxy group; Q² represents a hydrogen atom, a halogen atom, a primary or secondary alkyl group, a phenyl group, a haloalkyl group, a hydrocarbon oxy group, or a halo-hydrocarbon oxy group; n represents an integer of at least 10; X represents an oxygen atom or a nitrogen atom; R¹ represents an alkylene group having from 1 to 12 carbon atoms; R² and R³ each represent a hydrocarbon group having from 1 to 6 carbon atoms; s represents 1 when X is an oxygen atom, or 2 when X is a nitrogen atom; and t represents an integer of from 1 to 3, and (C) from 10 to 90% by weight of a hydroxyl-containing olefin resin.
Claim 17
Dependent Claim
48 words
A thermoplastic resin composition as claimed in Claim 16, wherein said hydroxyl-containing olefin resin is a resin obtained by radical polymerization of (a) a vinyl monomer containing a hydroxyl group selected from the group consisting of 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, and 2-hydroxypropyl methacrylate and (b) an olefin resin.
Claim 18
Dependent Claim
135 words
A thermoplastic resin composition comprising from 10 to 90% by weight of an alkoxysilane-modified polyphenylene ether represented by formula (V): wherein Q¹ represents a halogen atom, a primary or secondary alkyl group, a phenyl group, an aminoalkyl group, a hydrocarbon oxy group, or a halo-hydrocarbon oxy group; Q² represents a hydrogen atom, a halogen atom, a primary or secondary alkyl group, a phenyl group, a haloalkyl group, a hydrocarbon oxy group, or a halo-hydrocarbon oxy group; n represents an integer of at least 10; R¹¹ represents a bond or an alkylene group having from 1 to 12 carbon atoms; R¹² and R¹³ each represents a hydrocarbon group having from 1 to 6 carbon atoms; and m represents an integer of from 1 to 3, and from 10 to 90% by weight of a saturated polyester.
Claim 19
Dependent Claim
134 words
A thermoplastic resin composition comprising from 10 to 90% by weight of an alkoxysilane-modified polyphenylene ether represented by formula (V): wherein Q¹ represents a halogen atom, a primary or secondary alkyl group, a phenyl group, an aminoalkyl group, a hydrocarbon oxy group, or a halo-hydrocarbon oxy group; Q² represents a hydrogen atom, a halogen atom, a primary or secondary alkyl group, a phenyl group, a haloalkyl group, a hydrocarbon oxy group, or a halo-hydrocarbon oxy group; n represents an integer of at least 10; R¹¹ represents a bond or an alkylene group having from 1 to 12 carbon atoms; R¹² and R¹³ each represents a hydrocarbon group having from 1 to 6 carbon atoms; and m represents an integer of from 1 to 3, and from 10 to 90% by weight of a polyamide.
References Cited (Backward Citations)
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