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Anti-oxidative, anti-thermal, and anti-actinic degradation amides of hydroxyphenylalkylthio alkanoic acids, compositions, and method of use therefor

Assignee: BASF Corp
•
Filing: 1983-11-21
•
Granted: 1985-08-13
•
Expires: 2003-11-21
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Abstract

Abstract The title compounds correspond to the formula ##STR1## wherein A is a monovalent, bivalent, trivalent or tetravalent radical of a mono-, di-, tri- or tetraamine. These compounds are useful as stabilizers for organic polymers and lubricating oils to counteract the degradative effects of heat, light and air.

Inventors

  • 👤 David H. Steinberg
  • 👤 Raymond Seltzer
  • 👤 John J. Luzzi
  • 👤 Frank P. Cortolano

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 15:51
CPC Classifications
C; C07; C07D; C07D251/00; C07D251/02; C07D251/04; C08; C08K; C08K5/00; C08K5/36; C08K5/37; C08K5/375; C08K5/378

Claims Analysis

Total Claims: 21
Claim 1
Independent Claim 221 words
The compound of the formula I ##STR20## wherein p and n are independently 1 to 4; m is 1 or 2; R 1 and R 2 are independently alkyl of 1 to 12 carbon atoms, cycloalkyl of 5 to 6 carbon atoms, phenyl, phenyl substituted by alkyl of 1 to 12 carbon atoms, aralkyl of 7 to 9 carbon atoms or said aralkyl substituted by alkyl of 1 to 12 carbon atoms and R 2 additionally can be hydrogen; R 3 and R 4 are independently hydrogen, alkyl of 1 to 12 carbon atoms or phenyl; A when p=1 is a group --NHR 5 , R 5 is hydrogen, alkyl of 1 to 18 carbon atoms or a group of the formula ##STR21## wherein b is 0 to 2 and B is a direct bond or alkylene of 1 to 10 carbon atoms; A when p=2 is a group of the formulae ##STR22## or is a group --NH--B--NH--, wherein B has the meaning given above; A when p=3 is a group of the formula ##STR23## or of the formula ##STR24## wherein c is 2 to 6 and R 6 is alkyl of 1 to 4 carbon atoms; and A when p=4 is a group of formula ##STR25## or of formula ##STR26## wherein c and R 6 have the meanings given above.
Claim 2
Dependent Claim 221 words
The compound of the formula I ##STR20## wherein p and n are independently 1 to 4; m is 1 or 2; R 1 and R 2 are independently alkyl of 1 to 12 carbon atoms, cycloalkyl of 5 to 6 carbon atoms, phenyl, phenyl substituted by alkyl of 1 to 12 carbon atoms, aralkyl of 7 to 9 carbon atoms or said aralkyl substituted by alkyl of 1 to 12 carbon atoms and R 2 additionally can be hydrogen; R 3 and R 4 are independently hydrogen, alkyl of 1 to 12 carbon atoms or phenyl; A when p=1 is a group --NHR 5 , R 5 is hydrogen, alkyl of 1 to 18 carbon atoms or a group of the formula ##STR21## wherein b is 0 to 2 and B is a direct bond or alkylene of 1 to 10 carbon atoms; A when p=2 is a group of the formulae ##STR22## or is a group --NH--B--NH--, wherein B has the meaning given above; A when p=3 is a group of the formula ##STR23## or of the formula ##STR24## wherein c is 2 to 6 and R 6 is alkyl of 1 to 4 carbon atoms; and A when p=4 is a group of formula ##STR25## or of formula ##STR26## wherein c and R 6 have the meanings given above.
Claim 3
Dependent Claim 17 words
The compound of claim 1, wherein R 2 is in the ortho position to the hydroxy group.
Claim 4
Dependent Claim 17 words
The compound of claim 2, wherein R 1 is tert-butyl and R 2 is methyl or tert-butyl.
Claim 5
Dependent Claim 9 words
The compound of claim 1, wherein p is 2.
Claim 6
Dependent Claim 9 words
The compound of claim 1, wherein m is 1.
Claim 7
Dependent Claim 11 words
The compound of claim 1, wherein n is 1 or 2.
Claim 8
Dependent Claim 9 words
The compound of claim 6, wherein n is 2.
Claim 9
Dependent Claim 14 words
The compound of claim 1, wherein R 5 is --CH 2 --NH--C(O)--CH=CH 2 .
Claim 10
Dependent Claim 26 words
The compound of claim 1, wherein p is 1 and A is --NHR 3 , wherein R 3 is alkyl of 4 to 12 carbon atoms.
Claim 11
Dependent Claim 24 words
The compound of claim 1, wherein p is 2 and A is --HN--B--NH-- wherein B is straight-chain alkylene of 1 to 6 carbon atoms.
Claim 12
Dependent Claim 18 words
The compound of claim 1, wherein p is 3 and A is a group of the formula ##STR27##
Claim 13
Dependent Claim 5 words
N,N'-Methylene-bis-[3-(3-tert-butyl-5-methyl-4-hydroxybenzylthio)propionamide] according to claim 1.
Claim 14
Dependent Claim 5 words
N,N'-Hexamethylene-bis-[3-(3,5-di-tert-butyl-4-hydroxybenzylthio)propionamide] according to claim 1.
Claim 15
Dependent Claim 5 words
N,N'-Methylene-bis-[3-(3,5-di-tert-butyl-4-hydroxybenzylthio)propionamide] according to claim 1.
Claim 16
Dependent Claim 5 words
N,N',N"-Tris-[3-(3,5-di-tert-butyl-4-hydroxybenzylthio)propionyl]hexahydrotriazine according to claim 1.
Claim 17
Dependent Claim 5 words
N-Dodecyl-[3-(3,5-di-tert-butyl-4-hydroxybenzylthio)propionamide] according to claim 1.
Claim 18
Dependent Claim 28 words
A composition of matter comprising polymers or lubricating oils subject to oxidative, thermal and actinic degradation stabilized with an effective stabilizing amount of a compound of claim 1.
Claim 19
Dependent Claim 13 words
The composition of claim 17, wherein the organic material is a synthetic polymer.
Claim 20
Dependent Claim 29 words
The composition of claim 18, wherein said polymer is selected from the group consisting of polyolefins, impact polystyrene, acrylonitrile/butadiene/styrene resin, butadiene rubber, ethylene/propylene rubbers, styrene/butadiene rubber and nitrile rubber.
Claim 21
Dependent Claim 31 words
A method for stabilizing polymers or lubricating oils against oxidative, thermal and actinic degradation which comprises incorporating into said organic material an effective stabilizing amount of a compound of claim 1.

References Cited (Backward Citations)

US3780103A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-08-12 1989-02-11 1989-08-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-08-12 1993-02-11 1993-08-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-08-12 1997-02-11 1997-08-13 $7700.00 Window Closed / Lapsed

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