- 4-Formyl amino-n-methylpiperidine derivatives, the use thereof as stabilisers and organic material stabilised therewith
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The present invention relates to 4-formylamino-N-methylpiperidine derivatives of the formula (I) where the variables are as defined in the Description, to a process for preparing these piperidine derivatives, to the use of these piperidine derivatives of the invention, or prepared according to the invention, for stabilizing organic material, in particular for stabilizing plastics or coating materials, and also to the use of these piperidine derivatives of the invention, or prepared according to the invention, as light stabilizers or stabilizers for wood surfaces. The present invention further relates to stabilized organic material which comprises these piperidine derivatives of the invention or prepared according to the invention.
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- Efficient synthesis of 2,5-di-t-butyl-4-fluorophenol
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When 4-fluorophenol was refluxed with excess of t-butyl chloride in the presence of various catalysts, e.g. Envirocat EPZG, EPZ10, EPIC, sulfated zirconia, natural kaolinitic clay, zirconium nitrate, zinc chloride and bismuth nitrate, the product obtained was 2,5,di-t-butyl 4-fluorophenol in excellent yield.
- Bandgar,Kasture,Dudhmal, Chaya
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- Synthesis of 2,5- and 2,6-di-t-butyl-4-halo- or -4-methoxy-phenols using silica, lithium perchlorate and lithium bromide as neutral catalysts
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When a mixture of 4-halo- or 4-methoxy-phenol and excess of t-butyl chloride in the presence of neutral catalyst such as silica or lithium perchlorate or lithium bromide was refluxed, 2,5-and 2,6-di-t-butyl-4-halo or 4-methoxy phenols were obtained in good yields.
- Bandgar,Uppalla,Sadavarte
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p. 582 - 583
(2007/10/03)
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- Preparation of aralkyl phenyl ethers and alkyl phenyl ethers
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Phenol ethers are prepared by reacting phenols with dialkyl carbonates in the presence of tertiary amines and/or phosphines. The aralkyl aryl ethers and alkyl aryl ethers obtained are starting materials for the manufacture of dyes, crop protection agents and scents.
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- Piperidine derivatives
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New 1- and 4-substituted piperidines are stabilizers for organic material. They are produced by reacting corresponding 1-substituted piperidinols with acid chlorides or corresponding 4-substituted piperidines with a compound introducing into the 1-position a residue.
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- Piperidine derivatives
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New piperidine derivatives of 1,3-pyrimidine and 1,3,5-triazine are used as stabilizers for organic materials, especially for polymers.
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- Hydroxyaryl-tetramethyl-piperidines
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New 4-(4'-hydroxyaryl)-2,2,6,6-tetramethyl-piperidines are used as stabilisers for organic materials, especially for polymers.
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- Substituted piperidin-4-ols
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Disclosed are stabilized compositions comprising a polymer, especially polyolefines, and a minor proportion of a 1,2,2,6,6-pentasubstituted piperidin-4-ol. The new compositions possess good light stability.
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- Substituted piperazines and polymeric compositions stabilized thereby
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Substituted piperazines are stabilizers for synthetic polymeric materials normally subject to deterioration caused by ultraviolet light. The compounds are prepared by the alkylation reaction between a substituted piperazine dione and an organic halide followed by reduction with lithium aluminum hydride. Polymeric compsitions containing these stabilizers may also contain a hindered phenolic compound. A typical embodiment is 15,15'-dodecamethylene-bis(7,15-diazadispiro[5,1,5,3]hexadecane).
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- Substituted piperazine diones and polymeric compositions stabilized thereby
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Substituted piperazine diones are stabilizers for synthetic polymeric materials normally subject to deterioration caused by ultraviolet light. The compounds are prepared by the alkylation reaction between a substituted piperazine dione and an organic halide. Polymeric compositions containing these stabilizers may also contain a hindered phenolic compound. A typical embodiment is 15,15'-dodecamethylenebis(7,15-diazadispiro[5,1,5,3]hexadecane-14,16-dione).
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- Piperidine derivatives
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A composition comprising an organic material and, as stabiliser, a compound having the formula SPC1 And salts thereof, wherein R1 and R2 are the same or different and each is an alkyl residue having from 1 to 12 carbon atoms or R1 and R2, together with the carbon atom to which they are bound, form a cycloalkyl residue having from 5 to 12 carbon atoms in the ring, Y is O, hydrogen, a straight or branched alkyl residue having from 1 to 20 carbon atoms, an alkenyl or alkynyl residue having from 3 to 12 carbon atoms, an aralkyl residue having from 7 to 12 carbon atoms or a group having the formula EQU1 wherein R is hydrogen, or a methyl or phenyl residue and R3 is hydrogen or a straight- or branched chain alkyl residue having from 1 to 12 carbon atoms.
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- 4-Piperidine acetamides
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New piperidine derivatives and in particular esters and amides of substituted (piperidinyl-4) acetic acid are used as stabilisers for polymers, especially for polyolefines.
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- 4-(4'-Hydroxycyclohexyl)-2,2,6,6-tetramethyl piperidines
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A compound having the formula:- SPC1 And salts thereof, wherein R1, R2, R3 and R4 are the same or different and each is hydrogen, an alkyl residue having from 1 to 9 carbon atoms, a cycloalkyl residue having from 5 to 14 carbon atoms or a cycloalkyl-alkyl residue having from 7 to 14 carbon atoms, Y is hydrogen, 0°, an alkyl residue having from 1 to 4 carbon atoms, or an aralkyl residue having from 7 to 12 carbon atoms and Z is hydrogen, an unsubstituted or substituted alkyl residue having from 1 to 20 carbon atoms, an alkenyl or alkynyl residue having from 2 to 20 carbon atoms, a cycloalkyl residue having from 5 to 12 carbon atoms, an aralkyl residue having from 7 to 12 carbon atoms, an aryl residue having from 6 to 12 carbon atoms, or the group having the formula: wherein Z1 has the same significance as Z as hereinbefore defined, or Z1 is a group --NR5 R6 wherein R5 is hydrogen or an alkyl residue having from 1 to 4 carbon atoms and R6 is hydrogen, an alkyl group having from 1 to 20 carbon atoms, a cycloalkyl group having from 5 to 12 carbon atoms, an aralkyl residue having from 7 to 12 carbon atoms or an aryl residue having from 6 to 12 carbon atoms having light stabilising activity.
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- N-carbamoyl imidazolidinones and imidazolidinethiones
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Compounds having the formula SPC1 As well as salts thereof, wherein n is 1 or 2, Y is 0, hydrogen or a straight- or branched chain alkyl residue having from 1 to 4 carbon atoms Z is 0 or S and when n is 1, R1 is a substituted or unsubstituted hydrocarbyl residue having from 1 to 20 carbon atoms and when n is 2, R1 is a substituted or unsubstituted hydrocarbyl residue having from 2 to 20 carbon atoms, are suitable as stabilisers of organic material.
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- 1,4-Diazaepine-5-ones
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According to the present invention, there are provided compounds having the formula: SPC1 And salts thereof, wherein n is 1 or 2, X is O of NH, Y is O, hydrogen or a branched- or straight chain alkyl residue having from 1 to 4 carbons and R1 is a hydrocarbyl residue having from 1 to 20 carbon atoms, which are useful as stabilisers for polymers.
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- Piperidine derivatives
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New piperidine derivatives and in particular esters and amides of substituted (piperidinylidene-4) acetic acid are used as stabilizers for polymers, especially for polyolefines.
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- 3,5-Dialkyl-4-hydroxyphenylalkyl substituted piperazine diones and polymeric compositions stabilized thereby
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3,5-dialkyl-4-hydroxyphenylalkyl substituted piperazine diones are stabilizers for synthetic polymeric materials normally subject to deterioration caused by ultraviolet light. The compounds are prepared by the alkylation reaction between a substituted piperazine dione and 3,5-dialkyl-4-hydroxyphenylalkyl halide. Polymeric compositions containing these stabilizers may also contain a hindered phenolic compound. A typical embodiment is 15-(3',5'-di-t-butyl-4'-hydroxybenzyl)(7,15-diazadispiro[5,1,5,3]hexadecane-14,16-dione).
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- Esters of piperidinols
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New alkyl substituted p-hydroxy aryl esters and alkyl substituted p-hydroxy aralkyl esters of 2,2,6,6-tetrasubstituted piperidin-4-ols are used as stabilizers for organic materials, especially for polymers.
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- 4-(Carboxamidoethyl) piperidines
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New piperidine derivatives and in particular 2-(piperidinyl-4')-ethyl-amines, -ethers and -esters are used as stabilisers for polymers, especially for polyolefines.
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- Substituted piperazine dione oxyls and hydroxides and polymer compositions stabilized thereby
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Substituted piperazine dione oxyls and hydroxides are stabilizers for synthetic polymeric materials normally subject to deterioration caused by ultraviolet light. The compounds may be prepared by first preparing a substituted piperazine dione with subsequent oxidation of the piperazine dione to yield the oxyl and reduction of the oxyl to yield the hydroxide derivative. Polymeric compositions containing these stabilizers may also contain a hindered phenolic compound. A typical embodiment is 15-n-octadecyl-7-oxyl-7,15-diazadispiro[5,1,5,3]hexadecane-14,16-dione.
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