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US3933735A Expired / Lapsed US ⏱️ 0.0 years remaining

4-Piperidone derivatives, their preparation and their use as stabilizers

Assignee: Sankyo Co Ltd
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Filing: 1974-05-15
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Granted: 1976-01-20
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Expires: 1994-05-15
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Abstract

Abstract 4-Piperidone derivatives having the formulae ##SPC1## Wherein R represents a phenyl or naphthyl group which may be substituted with nitro, lower alkyl, halogen, hydroxyl, lower alkyl hydroxy, hydroxy lower alkyl or formyl or a 5- or 6-membered heterocyclic group having as a hetero atom at least one of oxygen atom, sulfur atom and nitrogen atom and R 1 represents hydrogen atom or an alkyl group of 1 to 4 carbon atoms. They are useful as stabilizers for various synthetic polymers against their photo- and thermal-deteriorations and the 4-piperidone derivatives (II) are prepared from the corresponding 2,2,6,6-tetramethyl-4-oxopiperidine derivatives by reaction with an aldehyde and the 4-piperidone derivatives (I) are prepared from the 4-piperidone derivatives (II) through dehydration.

Inventors

  • 👤 Keisuke Murayama
  • 👤 Susumu Higashida
  • 👤 Katsuaki Matsui
  • 👤 Tomoyuki Kurumada
  • 👤 Noriyuki Ohta
  • 👤 Hisayu Ohsawa

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 13:32
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3412; C08K5/3432; C08K5/3435

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 104 words
A synthetic polymer composition stabilized against photo- and thermal-deterioration wherein there is incorporated, in a sufficient amount to prevent said deterioration, a compound selected from the group consisting of the 4-piperidone derivatives having the formulae ##SPC4## ##SPC5## wherein R represents a phenyl or naphthyl group which may be substituted with nitro, lower alkyl, halogen, hydroxy, lower alkyl hydroxy, hydroxy lower alkyl or formyl or a 5-- or 6-- membered heterocyclic group having as a hetero atom a member selected from the group consisting of oxygen, sulfur and nitrogen and R 1 represents hydrogen atom or an alkyl group of 1 to 4 carbon atoms.
Claim 2
Dependent Claim 104 words
A synthetic polymer composition stabilized against photo- and thermal-deterioration wherein there is incorporated, in a sufficient amount to prevent said deterioration, a compound selected from the group consisting of the 4-piperidone derivatives having the formulae ##SPC4## ##SPC5## wherein R represents a phenyl or naphthyl group which may be substituted with nitro, lower alkyl, halogen, hydroxy, lower alkyl hydroxy, hydroxy lower alkyl or formyl or a 5-- or 6-- membered heterocyclic group having as a hetero atom a member selected from the group consisting of oxygen, sulfur and nitrogen and R 1 represents hydrogen atom or an alkyl group of 1 to 4 carbon atoms.
Claim 3
Dependent Claim 31 words
The synthetic polymer composition according to claim 1 wherein said 4-piperidone derivative is incorporated in an amount of 0.01 - 5.0% by weight, based upon the amount of the synthetic polymer.
Claim 4
Dependent Claim 14 words
The synethic polymer composition according to claim 1 wherein said polymer is a polyolefin.
Claim 5
Dependent Claim 15 words
The synthetic polymer composition according to claim 1 wherein said polymer is a polyvinyl chloride.
Claim 6
Dependent Claim 14 words
The synthetic polymer composition according to claim 1 wherein said polymer is a polyurethane.
Claim 7
Dependent Claim 14 words
The synthetic polymer composition according to claim 1 wherein said polymer is a polyamide.
Claim 8
Dependent Claim 24 words
The synthetic polymer composition according to claim 1 wherein said 4-piperidone derivative is selected from 3-(α-hydroxybenzyl)-2,2,6,6-tetramethyl-4-oxopiperidine, 3-(α-hydroxyfurfuryl)-2,2,6,6-tetramethyl-4-oxopiperidine, 3-(α-hydroxy-p-methylbenzyl)-2,2,6,6-tetramethyl-4-oxopiperidine, 3-Z-benzylidene-2,2,6,6-tetramethyl-4-oxopiperidine, 3-E-benzylidene-2,2,6,6-tetramethyl-4-oxopiperidine, 3-Z-furfurylidene-2,2,6,6-tetramethyl-4-oxopiperidine, 3-E-furfurylidene-2,2,6,6-tetramethyl-4-oxopiperidine and 2,2,6,6-tetramethyl-3-Z-(p-methylbenzylidene)-4-oxo-piperidine.

References Cited (Backward Citations)

US2739969A Cited
US3513170A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-01-19 1979-07-21 1980-01-20 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-01-19 1983-07-21 1984-01-20 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-01-19 1987-07-21 1988-01-20 $7700.00 Window Closed / Lapsed

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