Patent US4293472A successfully refreshed from Google Patents.
US4293472A
Expired / Lapsed
US
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Stabilized synthetic resin composition
Assignee: Adeka Corp
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Filing: 1979-04-24
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Granted: 1981-10-06
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Expires: 1999-04-24
Abstract
Abstract New ortho-alkylhydroxybenzyl substituted propanediol compounds of carboxylic acids, aldehydes, ketones, phosphites, phosphates, and phosphonates are disclosed. The propanediol compounds have in the molecule from one to four preferably from one to three ortho-alkylhydroxybenzylpropanediol units, each of which carries one to two ortho-alkylhydroxybenzyl groups, and are highly effective stabilizers for a variety of synthetic resins. Stabilizer compositions comprising a orthoalkylhydroxybenzylpropanediol compound and a known polymer stabilizer, as well as synthetic resins stabilized with such stabilizer compositions, are also disclosed.
Inventors
- 👤 Motonobu Minagawa
- 👤 Yutaka Nakahara
- 👤 Tohru Haruna
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 09:29
CPC Classifications
C; C07; C07D; C07D319/00; C07D319/04; C07D319/08; C07C; C07C323/00; C07D319/06; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/08; C07F9/09; C07F9/094; C07F9/12; C07F9/28; C07F9/38; C07F9/40; C07F9/4071; C07F9/4087; C07F9/547; C07F9/6564; C07F9/6571; C07F9/657109; C07F9/657118; C07F9/657136; C07F9/657163; C07F9/657181; C08; C08K; C08K5/00; C08K5/36; C08K5/37; C08K5/375
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
107 words
An ortho-alkylhydroxybenzylpropane-1,3-diol compound having the formula ##STR121## in which R 1 is an alkyl group having 1 to 8 carbon atoms, R 2 and R 3 are hydrogen or alkyl groups having 1 to 8 carbon atoms, R is hydrogen, an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an ortho-alkylhydroxybenzyl group ##STR122## X and X' are each independently hydrogen, alkyl groups, aryl groups, aralkyl groups, or alkaryl groups having 1 to 18 carbon atoms, provided that X and X' are not simultaneously hydrogen; and R 9 is an alkyl group having 1 to 30 carbon atoms.
Claim 2
Dependent Claim
107 words
An ortho-alkylhydroxybenzylpropane-1,3-diol compound having the formula ##STR121## in which R 1 is an alkyl group having 1 to 8 carbon atoms, R 2 and R 3 are hydrogen or alkyl groups having 1 to 8 carbon atoms, R is hydrogen, an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an ortho-alkylhydroxybenzyl group ##STR122## X and X' are each independently hydrogen, alkyl groups, aryl groups, aralkyl groups, or alkaryl groups having 1 to 18 carbon atoms, provided that X and X' are not simultaneously hydrogen; and R 9 is an alkyl group having 1 to 30 carbon atoms.
Claim 3
Dependent Claim
14 words
An ortho-alkylhydroxybenzylpropanediol compound according to claim 1 in which the orthoalkylhydroxybenzyl group is 3,5-di-t-butyl-4-hydroxybenzyl.
Claim 4
Dependent Claim
14 words
An orthoalkylhydroxybenzylpropanediol compound according to claim 1 in which the ortho-alkylhydroxybenzyl group is 4-t-butyl-4,6-dimethyl-3-hydroxybenzyl.
Claim 5
Dependent Claim
14 words
An ortho-alkylhydroxybenzylpropanediol compound according to claim 1 in which the ortho-alkylhydroxybenzyl group is 3-t-butyl-4-hydroxy-6-methylbenzyl.
Claim 6
Dependent Claim
12 words
An ortho-alkylhydroxybenzylpropanediol compound according to claim 1 in which R is hydrogen.
Claim 7
Dependent Claim
14 words
An ortho-alkylhydroxybenzylpropanediol compound according to claim 1 in which R is an ortho-alkylhydroxybenzyl group.
Claim 8
Dependent Claim
18 words
An ortho-alkylhydroxybenzylpropanediol compound according to claim 1 in which X is hydrogen and X' is an alkyl group.
Claim 9
Dependent Claim
15 words
An ortho-alkylhydroxybenzylpropanediol compound according to claim 1 in which X and X' are methyl groups.
Claim 10
Dependent Claim
15 words
An ortho-alkylhydroxybenzylpropanediol compound according to claim 1 in which R 9 is a n-dodecyl group.
Claim 11
Dependent Claim
11 words
An ortho-alkylhydroxybenzylpropanediol compound according claim 1 represented by the formula ##STR123##
Claim 12
Dependent Claim
69 words
A stabilizer composition capable of increasing the resistance to deterioration on heating of synthetic resin, comprising an orthoalkylhydroxybenzylpropanediol compound according to claim 1 and at least one synthetic resin stabilizer selected from the group consisting of thiodipropionate esters, 1,2-epoxides, organic phosphites, polyhydric alcohols, polyhydric alcohol 3-alkylthiopropionates, ultraviolet absorbers, heavy metal deactivators, and barium, calcium, magnesium, nickel, strontium, tin, zinc salts of monocarboxylic acids having 6 to 24 carbon atoms.
Claim 13
Dependent Claim
17 words
A stabilizer composition according to claim 11 in which the synthetic resin stabilizer is a thiodiopropionate ester.
Claim 14
Dependent Claim
16 words
A stabilizer composition according to claim 11 in which the synthetic resin stabilizer is a 1,2-epoxide.
Claim 15
Dependent Claim
23 words
A stabilizer synthetic resin composition comprising a synthetic resin and 0.01 to 5% by weight of an ortho-alkylhydroxybenzylpropanediol compound according to claim 1.
Claim 16
Dependent Claim
27 words
A stabilized synthetic resin composition according to claim 14 in which the synthetic resin is a polymer of an alpha olefin having 2 to 6 carbon atoms.
Claim 17
Dependent Claim
20 words
A stabilized synthetic resin composition according to claim 14 in which the synthetic resin is a polymer of vinyl chloride.
Claim 18
Dependent Claim
22 words
A stabilized synthetic resin composition according to claim 14 in which the synthetic resin is a polymer of acrylonitrile, butadiene, and styrene.
Claim 19
Dependent Claim
22 words
A stabilized synthetic resin composition according to claim 14 in which the synthetic resin is a polymer of adipic acid and 1,6-diaminohexane.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-10-05 | 1985-04-06 | 1985-10-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-10-05 | 1989-04-06 | 1989-10-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-10-05 | 1993-04-06 | 1993-10-06 | $7700.00 | Window Closed / Lapsed |