US4290940A
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Pyrrole stabilizers for chlorine-containing thermoplastics
Assignee: BASF Corp
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Filing: 1980-06-30
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Granted: 1981-09-22
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Expires: 2000-06-30
Abstract
Abstract Chlorine-containing thermoplastics, containing a pyrrole of the formula I ##STR1## in which R 1 is hydrogen, alkyl, cycloalkyl, aryl, alkoxycarbonylmethyl, free or esterified α-hydroxyalkyl, free or esterified α-hydroxycycloalkylmethyl, free or esterified α-hydroxyaralkyl, alkoxymethyl, alkylthiomethyl, aryloxymethyl, arylthiomethyl, cycloalkoxymethyl, cycloalkylthiomethyl, aralkoxymethyl, aralkylthiomethyl, alkoxy, alkylthio, cycloalkoxy, cycloalkylthio, aralkoxy, arylalkylthio, aryloxy, arylthio, halogen, mercapto, mercaptomethyl or hydroxyl, R 2 is hydrogen, alkyl, cycloalkyl, aryl, free or esterified α-hydroxyalkyl, in which the alkyl moiety together with R 1 can be alkylene, or free or esterified α-hydroxycycloalkylmethyl, free or esterified α-hydroxyaralkyl, alkoxy, cycloalkoxy, aralkoxy, aryloxy, alkylthio, cycloalkylthio, aralkylthio, arylthio, alkoxymethyl, alkylthiomethyl, aryloxymethyl, arylthiomethyl, cycloalkoxymethyl, cycloalkylthiomethyl, aralkoxymethyl, aralkylthiomethyl, hydroxyl, cyano, free carboxyl or carboxyl in the form of a salt or an ester, or acyl, it being possible for acyl together with R 1 to be --CO-alkylene, in which --CO-- is bonded in the 3-position, or R 2 is halogen, mercapto or mercaptomethyl, and R 3 is alkyl, cycloalkyl, aralkyl, aryl, free or esterified hydroxymethyl, alkoxymethyl, alkylthiomethyl, cycloalkoxymethyl, cycloalkylthiomethyl, aralkoxymethyl, arylalkylthiomethyl, aryloxymethyl or arylthiomethyl, alkoxy, alkylthio, cycloalkoxy, cycloalkylthio, aralkoxy, aralkylthio, aryloxy, arylthio, halogen, mercapto or mercaptomethyl, or if R 2 is carboxyl in the form of a salt, R 3 is hydrogen and R 1 is as defined, or in which R 3 is hydroxyl and R 1 is hydrogen, alkyl or aryl and R 2 is hydrogen, alkyl, aryl or acyl, or a salt thereof.
Inventors
- 👤 Hermann O. Wirth
- 👤 Jurgen Bussing
- 👤 Hans-Helmut Friedrich
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 02:33
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/30; C07D207/32; C07D207/33; C07D207/333; C07D207/34; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3412; C08K5/3415; C08L; C08L27/00; C08L27/02; C08L27/04
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
230 words
A chlorine-containing thermoplastic, containing a pyrrole of the formula I ##STR24## in which R 1 is hydrogen, alkyl, cycloalkyl, aryl, alkoxycarbonylmethyl, free or esterified α-hydroxyalkyl, free or esterified α-hydroxycycloalkylmethyl, free or esterified α-hydroxyaralkyl, alkoxymethyl, alkylthiomethyl, aryloxymethyl, arylthiomethyl, cycloalkoxymethyl, cycloalkylthiomethyl, aralkoxymethyl, aralkylthiomethyl, alkoxy, alkylthio, cycloalkoxy, cycloalkylthio, aralkoxy, arylalkylthio, aryloxy, arylthio, halogen, mercapto, mercaptomethyl or hydroxyl, R 2 is hydrogen, alkyl, cycloalkyl, aryl, free or esterified α-hydroxyalkyl, in which the alkyl moiety together with R 1 can be alkylene, or free or esterified α-hydroxycycloalkylmethyl, free or esterified α-hydroxyaralkyl, alkoxy, cycloalkoxy, aralkoxy, aryloxy, alkylthio, cycloalkylthio, aralkylthio, arylthio, alkoxymethyl, alkylthiomethyl, aryloxymethyl, arylthiomethyl, cycloalkoxymethyl, cycloalkylthiomethyl, aralkoxymethyl, aralkylthiomethyl, hydroxyl, cyano, free carboxyl or carboxyl in the form of a salt or an ester, or acyl, it being possible for acyl together with R 1 to be --CO-alkylene, in which --CO-- is bonded in the 3-position, or R 2 is halogen, mercapto or mercaptomethyl, and R 3 is alkyl, cycloalkyl, aralkyl, aryl, free or esterified hydroxymethyl, alkoxymethyl, alkylthiomethyl, cycloalkoxymethyl, cycloalkylthiomethyl, aralkoxymethyl, arylalkylthiomethyl, aryloxymethyl or arylthiomethyl, alkoxy, alkylthio, cycloalkoxy, cycloalkylthio, aralkoxy, aralkylthio, aryloxy, arylthio, halogen, mercapto or mercaptomethyl, or if R 2 is carboxyl in the form of a salt, R 3 is hydrogen and R 1 is as defined, or in which R 3 is hydroxyl and R 1 is hydrogen, alkyl or aryl and R 2 is hydrogen, alkyl, aryl or acyl, or a salt thereof.
Claim 2
Dependent Claim
230 words
A chlorine-containing thermoplastic, containing a pyrrole of the formula I ##STR24## in which R 1 is hydrogen, alkyl, cycloalkyl, aryl, alkoxycarbonylmethyl, free or esterified α-hydroxyalkyl, free or esterified α-hydroxycycloalkylmethyl, free or esterified α-hydroxyaralkyl, alkoxymethyl, alkylthiomethyl, aryloxymethyl, arylthiomethyl, cycloalkoxymethyl, cycloalkylthiomethyl, aralkoxymethyl, aralkylthiomethyl, alkoxy, alkylthio, cycloalkoxy, cycloalkylthio, aralkoxy, arylalkylthio, aryloxy, arylthio, halogen, mercapto, mercaptomethyl or hydroxyl, R 2 is hydrogen, alkyl, cycloalkyl, aryl, free or esterified α-hydroxyalkyl, in which the alkyl moiety together with R 1 can be alkylene, or free or esterified α-hydroxycycloalkylmethyl, free or esterified α-hydroxyaralkyl, alkoxy, cycloalkoxy, aralkoxy, aryloxy, alkylthio, cycloalkylthio, aralkylthio, arylthio, alkoxymethyl, alkylthiomethyl, aryloxymethyl, arylthiomethyl, cycloalkoxymethyl, cycloalkylthiomethyl, aralkoxymethyl, aralkylthiomethyl, hydroxyl, cyano, free carboxyl or carboxyl in the form of a salt or an ester, or acyl, it being possible for acyl together with R 1 to be --CO-alkylene, in which --CO-- is bonded in the 3-position, or R 2 is halogen, mercapto or mercaptomethyl, and R 3 is alkyl, cycloalkyl, aralkyl, aryl, free or esterified hydroxymethyl, alkoxymethyl, alkylthiomethyl, cycloalkoxymethyl, cycloalkylthiomethyl, aralkoxymethyl, arylalkylthiomethyl, aryloxymethyl or arylthiomethyl, alkoxy, alkylthio, cycloalkoxy, cycloalkylthio, aralkoxy, aralkylthio, aryloxy, arylthio, halogen, mercapto or mercaptomethyl, or if R 2 is carboxyl in the form of a salt, R 3 is hydrogen and R 1 is as defined, or in which R 3 is hydroxyl and R 1 is hydrogen, alkyl or aryl and R 2 is hydrogen, alkyl, aryl or acyl, or a salt thereof.
Claim 3
Dependent Claim
25 words
A chlorine-containing thermoplastic according to claim 1, wherein R 1 is aryl, R 2 is hydrogen or C 1-6 -alkyl and R 3 is aryl.
Claim 4
Dependent Claim
23 words
A chlorine-containing thermoplastic according to claim 1, wherein R 1 is phenyl, R 2 is hydrogen or methyl and R 3 is phenyl.
Claim 5
Dependent Claim
39 words
A chlorine-containing thermoplastic according to claim 1, wherein R 1 is methyl, R 2 is a carboxyl which is mono-esterified to tetra-esterified with a monohydric to tetrahydric C 1-20 -alcohol, or aminocarbonyl or arylaminocarbonyl, and R 3 is aryl.
Claim 6
Dependent Claim
25 words
A chlorine-containing thermoplastic according to claim 1, wherein R 1 is methyl, R 2 is as defined in claim 4 and R 3 is phenyl.
Claim 7
Dependent Claim
74 words
A chlorine-containing thermoplastic according to claim 1, wherein R 1 is hydrogen, alkyl, cycloalkyl, aryl, alkoxycarbonylmethyl, hydroxymethyl, alkoxymethyl, alkylthiomethyl, aryloxymethyl or arylthiomethyl, R 2 is cyano, free carboxyl or carboxyl in the form of a salt or an ester, or acyl, it being possible for acyl together with R 1 to be --CO-- alkylene, in which --CO-- is bonded in the 3-position, and R 3 is alkyl, aryl, hydroxymethyl, alkoxymethyl, alkylthiomethyl, aryloxymethyl or arylthiomethyl.
Claim 8
Dependent Claim
60 words
A chlorine-containing thermoplastic according to claim 6, wherein R 1 is methyl or phenyl, R 2 is cyano, C 2-19 -alkylcarbonyl, C 7-19 -arylcarbonyl or carboxyl which is esterified with a C 1-18 -alkanol, C 5-8 -cycloalkanol, C 5-19 -aralkanol, C 2-20 -alkanediol or C 4-20 -thiaalkanediol or with pentaerythritol, and R 3 is methyl, phenyl or (C 1-18 -alkoxy)-methyl.
Claim 9
Dependent Claim
9 words
A chlorine-containing thermoplastic according to claim 1, containing 2,4-diphenyl-pyrrole.
Claim 10
Dependent Claim
18 words
A chlorine-containing thermoplastic according to claim 1, containing 2-methyl-3-cyclohexyloxycarbonyl-4-phenyl-pyrrole, 2-methyl-3-benzyloxycarbonyl-4-phenylpyrrole, 2-phenyl-3-ethoxycarbonyl-4-methyl-pyrrole, 2-methyl-3-benzoyl-4-phenyl-pyrrole, or 2-methyl-3-ethoxycarbonyl-4-phenyl-pyrrole, 2-methyl-3-phenylaminocarbonyl-4-phenyl-pyrrole, 2-methyl-3-meta-hydroxyphenylaminocarbonyl-4-phenyl-pyrrole or 2,4-diphenyl-3-(α-hydroxyethyl)-pyrrole.
Claim 11
Dependent Claim
28 words
A chlorine-containing thermoplastic according to any one of claims 1 to 9, containing a pyrrole of the formula I in an amount of 0.05 to 5% by weight.
Claim 12
Dependent Claim
22 words
A chlorine-containing thermoplastic according to any one of claims 1 to 10, additionally containing one or more conventional PVC stabilisers and/or additives.
Claim 13
Dependent Claim
17 words
A chlorine-containing thermoplastic according to any one of claims 1 to 11, wherein the substrate is PVC.
Claim 14
Independent Claim
26 words
A method for stabilizing a chlorine-containing thermoplastic which comprises incorporating therein an effective amount of a pyrrole according to any one of claims 1 to 9.
References Cited (Backward Citations)
US2302362A
Cited
US2208216A
Cited
US2780626A
Cited
US2993021A
Cited
US2946765A
Cited
US3225061A
Cited
US3478053A
Cited
US3644631A
Cited
US4093586A
Cited
US4111901A
Cited
US4209440A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-09-21 | 1985-03-23 | 1985-09-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-09-21 | 1989-03-23 | 1989-09-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-09-21 | 1993-03-23 | 1993-09-22 | $7700.00 | Window Closed / Lapsed |