Thermal stabilizer composition and synthetic resin composition comprising same

Patent metadata

Field	Value
Publication number	US-2017253727-A1
Application number	US-201515506384-A
Country	US
Kind code	A1
Filing date	Aug 4, 2015
Priority date	Aug 27, 2014
Publication date	Sep 7, 2017
Grant date	—

Abstract

Provided are: a thermal stabilizer composition which does not generate an odor of a phosphorus-based antioxidant; and a synthetic resin composition comprising the same. The thermal stabilizer composition comprises: 100 parts by mass of a phosphorus-based antioxidant having a phosphite structure; and 0.001 to 10 parts by mass of a phenolic antioxidant having a substructure represented by the following Formula (1):

(wherein, R 1 , R 2 , R 3 and R 4 each independently represent a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms; a represents an integer of 0 to 2; and, when a is 2, plural R 3 s are optionally the same or different).

First claim

1 . A thermal stabilizer composition comprising:
100 parts by mass of a phosphorus-based antioxidant having a phosphite structure; and 0.001 to 10 parts by mass of a phenolic antioxidant having a substructure represented by the following Formula (1):

(wherein, R 1 , R 2 , R 3 and R 4 each independently represent a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms; a represents an integer of 0 to 2; and, when a is 2, plural R 3 s are optionally the same or different).

2 . The thermal stabilizer composition according to claim 1 , wherein said phenolic antioxidant is a compound represented by the following Formula (2):

(wherein, R 1 , R 2 and R 3 each independently represent a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms; a represents an integer of 0 to 2; when a is 2, plural R 3 s are optionally the same or different; n represents an integer of 1 to 4;
when n is 1, X represents an alkyl group having 1 to 40 carbon atoms, an alkoxy group having 1 to 40 carbon atoms, an aryl group having 6 to 40 carbon atoms, an arylalkyl group having 7 to 40 carbon atoms or a combination thereof, and R 4 represents a hydrogen atom;
when n is 2, X represents an alkylidene group having 1 to 40 carbon atoms, an arylene group having 6 to 40 carbon atoms or a group represented by the following Formula (3):

(wherein, R 6 and R 7 each independently represent an alkylidene group having 1 to 40 carbon atoms or an arylene group having 6 to 40 carbon atoms), and
R 4 represents a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms, with a proviso that at least one R 4 represents a hydrogen atom;
when n is 3, X represents an alkanetriyl group having 1 to 40 carbon atoms or a trivalent cyclic group having 6 to 40 carbon atoms, and R 4 represents a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms, with a proviso that at least one R 4 represents a hydrogen atom;
when n is 4, X represents an alkanetetrayl group having 1 to 40 carbon atoms, and R 4 represents a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms, with a proviso that at least one R 4 represents a hydrogen atom; and
a methylene group in said alkyl group, alkoxy group, arylalkyl group, alkylidene group, alkanetriyl group and alkanetetrayl group is optionally substituted with >C═O, —O—, —S—, —CO—O—, —O—CO—, —O—CO—O—, —NR 5 —, a phosphine, a phosphinite, a phosphonite, a phosphite, a phosphorane, a phosphonate or a combination thereof and optionally branched, and R 5 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms).

3 . The thermal stabilizer composition according to claim 1 , wherein said phosphorus-based antioxidant comprises at least one compound represented by any of the following Formulae (4) to (8):

(wherein, R 8 and R 9 each independently represent an alkyl group having 1 to 40 carbon atoms, an aryl group having 6 to 40 carbon atoms, an arylalkyl group having 7 to 40 carbon atoms, a heterocycle-containing group having 3 to 25 carbon atoms or a combination thereof; R 8 and R 9 are optionally bound together to form a cyclic group; R 10 represents a direct bond, an alkylidene group having 1 to 40 carbon atoms or an arylene group having 6 to 40 carbon atoms; b represents an integer of 1 to 3; when b is 1, T represents a hydrogen atom, an alkyl group having 1 to 40 carbon atoms, an aryl group having 6 to 40 carbon atoms or a heterocycle-containing group having 3 to 25 carbon atoms; when b is 2, T represents an alkylidene group having 1 to 40 carbon atoms, an arylene group having 6 to 40 carbon atoms, —S— or a group represented by the following Formula (3):

(wherein, R 6 and R 7 each independently represent an alkylidene group having 1 to 40 carbon atoms or an arylene group having 6 to 40 carbon atoms); and
when b is 3, T represents an alkanetriyl group having 1 to 40 carbon atoms);

(wherein, R 11 and R 12 each independently represent an alkyl group having 1 to 40 carbon atoms or an aryl group having 6 to 40 carbon atoms);

(wherein, R 13 and R 14 each independently represent a hydrogen atom or an alkyl group having 1 to 10 carbon atoms; R 15 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; T represents the same as said T in said Formula (4); c represents an integer of 0 to 4; d represents an integer of 0 to 4; e represents an integer of 1 to 3; when c is 2 or larger, plural R 13 s are optionally the same or different; when d is 2 or larger, plural R 14 s are optionally the same or different; when e is 1, T represents a hydrogen atom, an alkyl group having 1 to 40 carbon atoms, an aryl group having 6 to 40 carbon atoms or a heterocycle-containing group having 3 to 25 carbon atoms; when e is 2, T represents an alkylidene group having 1 to 40 carbon atoms, an arylene group having 6 to 40 carbon atoms, —S— or a group represented by said Formula (3); and when e is 3, T represents an alkanetriyl group having 1 to 40 carbon atoms);

(wherein, R 16 and R 17 each independently represent an alkyl group having 1 to 40 carbon atoms, an alkoxy group having 1 to 40 carbon atoms, an aryl group having 6 to 40 carbon atoms, an arylalkyl group having 7 to 40 carbon atoms or a heterocycle-containing group having 3 to 25 carbon atoms; R 18 represents an alkylidene group having 1 to 40 carbon atoms or an arylene group having 6 to 40 carbon atoms; f represents an integer of 1 to 3; when f is 1, T represents a hydrogen atom, an alkyl group having 1 to 40 carbon atoms, an aryl group having 6 to 40 carbon atoms or a heterocycle-containing group having 3 to 25 carbon atoms; when f is 2, T represents an alkylidene group having 1 to 40 carbon atoms, an arylene group having 6 to 40 carbon atoms, —S— or a group represented by said Formula (3); and when f is 3, T represents an alkanetriyl group having 1 to 40 carbon atoms); and

(wherein, R 19 , R 20 and R 21 each independently represent a hydrogen atom, an alkyl group having 1 to 40 carbon atoms, an aryl group having 6 to 40 carbon atoms, an arylalkyl group having 7 to 40 carbon atoms or a heterocycle-containing group having 3 to 25 carbon atoms, with a proviso that R 19 , R 20 and R 21 are not hydrogen atoms at the same time).

4 . The thermal stabilizer composition according to claim 1 , wherein said phosphorus-based antioxidant having a phosphite structure has a melting point of 100° C. or lower.

5 . The thermal stabilizer composition according to claim 1 , wherein, in said Formula (1), R 1 is a tert-butyl group, R 2 is a hydrogen atom and R 3 is a methyl group.

6 . The thermal stabilizer composition according to claim 2 , wherein, in said Formula (2), R 1 is a tert-butyl group, R 2 is a hydrogen atom, and R 3 is a methyl group.

Assignees

• Adeka Corp

Inventors

• Negishi Yoshinori
• Honma Yasuhiro
• Segawa Masaki
• Ishizuka Yuto
• Ishii Mariko

Classifications

• C08K5/527

  Cyclic esters · CPC title

• C08K5/524 Primary

  Esters of phosphorous acids, e.g. of H3PO3 · CPC title

• C09K15/322 Primary

  containing only phosphorus · CPC title

• C08K5/13

  Phenols; Phenolates · CPC title

• C08K5/134

  Phenols containing ester groups · CPC title