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US 2003/0125555 A1Published application
Long chain hindered amines and compositions stabilized therewith
AssigneeCiba Specialty Chemicals Corporation
InventorsMervin G. Wood, Andrea R. Smith, James P. Galbo
Life of this patent
Estimating the term…
Abstract
Hindered amine compounds which are substituted by a long hydrocarbon chain are useful in a number of applications where the solubility or compatibility afforded by said substitution is needed. This is seen particularly for example with white, dyed, dipped, unscented and/or scented candle wax which is effectively stabilized against discoloration and fading by the incorporation therein of a long chain hindered amine alone or in combination with a UV absorber and/or an antioxidant.
Claims33
A compound of formula 1, 2, 3, 4, 5 or 6
- 30
- G1, G2, G3, and G4 are independently alkyl of 1 to 8 carbon atoms, or G1 and G2 together are pentamethylene, or G3 and G4 together are pentamethylene;
- E5 is OE9 or —O-E-(OH)b;
- E9 is straight or branched chain alkyl of 1 to 24 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, straight or branched chain alkenyl of 3 to 24 carbon atoms, cycloalkenyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, a radical of a saturated or unsaturated bicyclic or tricyclic hydrocarbon of 7 to 15 carbon atoms, aryl of 6 to 10 carbon atoms or said aryl substituted by one to three alkyl of 1 to 4 carbon atoms;
- or a group of formula IV
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- E11 to E15 are independently hydrogen, halogen, nitro, cyano, alkyl of 1 to 18 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, aryl of 6 to 10 carbon atoms, hydroxyl, carboxyl, alkylthio of 1 to 18 carbon atoms, alkoxy or 1 to 18 carbon atoms, phenylalkoxy of 7 to 15 carbon atoms, aryloxy of 6 to 10 carbon atoms, alkylcarbonyloxy of 2 to 18 carbon atoms, alkylsulfonyl of 1 to 18 carbon atoms, arylsulfonyl of 6 to 15 carbon atoms, sulfo or phosphono, or any two vicinal substituents connected together to form a mono- or polycyclic ring;
- E is a straight or branched chain alkylene of 1 to 18 carbon atoms, cycloalkylene of 5 to 18 carbon atoms, cycloalkenylene of 5 to 18 carbon atoms, a straight or branched chain alkylene of 1 to 4 carbon atoms substituted by phenyl or by phenyl substituted by one or two alkyl groups of 1 to 4 carbon atoms;
- b is 1, 2 or 3 with the proviso that b cannot exceed the number of carbon atoms in E, and when b is 2 or 3, each hydroxyl group is attached to a different carbon atom of E;
- R2 is T1, —CO-T1, —CO—X-T1, —(CH2)m—CO—X-T1, —(CH2)p—X—CO-T1, —CO—(CH2)m—CO—X-T1, or —CO—(CH2)p—X—CO-T1;
- m is 1 to 12;
- p is 1 to 12;
- T1 is straight or branched chain alkyl of 19 to 100 carbon atoms, or said alkyl substituted by one hydroxyl group and interrupted by one oxa moiety, or a mixture of such alkyl moieties;
- or
- T1 is —(R—O)n—R—OG5 where R is ethylene, propylene, trimethylene, 1,2-butylene or tetramethylene, and n is 4 to 49 so that the total number of carbon atoms in T1 is at least 20;
- G5 is hydrogen, straight or branched chain alkyl of 1 to 24 carbon atoms, straight of branched chain alkenyl of 2 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, phenyl, or said phenyl or said phenylalkyl substituted on the phenyl ring by 1 to 4 alkyl of 1 to 4 carbon atoms;
- X and X1 are independently —O—, or —N—(R4)—;
- R4 is hydrogen, alkyl of 1 to 18 carbon atoms or acyl of 2 to 6 carbon atoms;
- R6 is T1, —X-T1, —(CH2)m—CO—X-T1, —(CH2)p—X—CO-T1, X—(CH2)m—CO—X1-T1, or X—(CH2)p—X1—CO-T1;
- R7 and R8 are independently chlorine, alkoxy of 1 to 18 carbon atoms, —O-T2, amino substituted by 2-hydroxyethyl, —NH(alkyl) of 1 to 18 carbon atoms, —N(alkyl)T2 with alkyl of 1 to 18 carbon atoms, —N(alkyl)2 of 2 to 36 carbon atoms, —X-T1, X—(CH2)m—CO—X1-T1, or X—(CH2)p—X1—CO-T1;
- R9 is a divalent oxygen atom, or R9 is a divalent nitrogen atom substituted by either hydrogen, alkyl of 1 to 12 carbon atoms or T2
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- E6 is hydrogen, oxyl, hydroxyl, straight or branched chain alkyl of 1 to 24 carbon atoms, straight or branched chain alkenyl of 3 to 24 carbon atoms, benzyl, acetyl, —CH2CH(OH)-E8, —OE9, or, —OE(OH)b;
- E8 is hydrogen, methyl, ethyl or phenyl;
- R10 is hydrogen or an alkyl group of 1 to 18 carbon atoms;
- q is 2 to 8;
- y is 1 to 10;
- R15 is morpholino, piperidino, 1-piperizinyl, alkylamino of 1 to 18 carbon atoms, especially branched alkylamino of 3 to 8 carbon atoms such as tert-octylamino, —N(alkyl)T2 with alkyl of 1 to 8 carbon atoms, —N(alkyl)2 of 2 to 16 carbon atoms, —X-T1, X—(CH2)m—CO—X1-T1, or X—(CH2)p—X1—CO-T1;
- R16 is hydrogen, acyl of 2 to 4 carbon atoms, carbamoyl substituted by alkyl of 1 to 4 carbon atoms, s-triazinyl substituted once by chlorine and once by R15, or s-triazinyl substituted twice by R15 with the condition that the two R15 substituents may be different;
- R17 is chlorine, amino substituted by alkyl of 1 to 18 carbon atoms or by T2, —N(alkyl)T2 with alkyl of 1 to 8 carbon atoms, —N(alkyl)2 of 2 to 16 carbon atoms, or the group T3
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- R1, is hydrogen, acyl of 2 to 4 carbon atoms, carbamoyl substituted by alkyl of 1 to 4 carbon atoms, s-triazinyl substituted twice by —N(alkyl)2 of 2 to 16 carbon atoms or s-triazinyl substituted twice by —N(alkyl)T1 with alkyl of 1 to 8 carbon atoms;
- with the proviso that at least one of R2, R6, R7, R8, or R15 is a group which contains a T1 moiety.
30 more elements
Dependencies are inferred from the claim text.