- Preparation method of hindered amine light stabilizer containing hindered phenol structure
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The invention relates to a preparation method of a compound shown as a formula I. Under the action of a supported catalyst, a compound shown as a formula Ia reacts with a compound shown as a formula Ib to obtain the compound shown as the formula I. The method has the beneficial effects that the catalyst can be recycled and is non-corrosive and avoids the generation of a large amount of alkaline wastewater and is a green and environment-friendly route suitable for industrial production.
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Paragraph 0085-0090
(2020/04/29)
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- Method for preparing weather-proof anti-aging auxiliary agent simultaneously containing hindered phenol and hindered amine structures
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The invention discloses a method for preparing a weather-proof anti-aging auxiliary agent simultaneously containing hindered phenol and hindered amine structures. According to the method, by metering with a molar weight of a substance, a piperidine alcohols compound shown in a formula I, malonate diester containing a side chain in a formula II and a phenolic compound shown as a formula III with proportion of 2.0-2.2:1:0.9-1.1 are dissolved in an organic solvent with 1-5 times of total mass of the raw materials, after heating the solvent, a first catalyst and a second catalyst are added in order, and then enable backflow is carried out for 12-20 hours at temperature of 90-180 DEG C; after a reaction is complete, organic acid is added in a reaction solution for adjusting a pH value to 6.5-7.5, the first catalyst and the second catalyst are filtered, and then the obtained product is washed by water at 20-80 DEG C and liquid separation is carried out , then a solvent in an organic layer is steamed out, and small molecule alcohol is used for recrystallization to obtain the final product. The preparation method has the advantages of simple reaction process, low cost and high product yield.
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Paragraph 0022; 00230022; 0023; 0034; 0035; 0036-0040
(2016/10/08)
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- ULTRAVIOLET ABSORBER FOR SYNTHETIC RESIN AND SYNTHETIC RESIN COMPOSITION CONTAINING THE SAME
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The present invention relates to an ultraviolet absorber for synthetic resins composed of a triazine compound represented by the general formula (I) shown below (wherein R represents an alkyl group having 1 to 4 carbon atoms, n is 0 or an integer of up to 2, and X represents a group selected from the consisting of group (a) to (d) shown below) (wherein R1 represents an aliphatic group having 5 to 60 carbon atoms, which is an alicyclic group, an alkyl group having an alicyclic group at the terminal or in the chain thereof, an alkyl group having a branch, or a linear alkyl group, depending on the number of carbon atoms; R2 represents an alkyl group having 1 to 18 carbon atoms or a (poly)alkyleneoxyalkyl group; R' represents an aliphatic diyl group having 5 to 60 carbon atoms; R and n have the same meanings as those described in the general formula (I) above).
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- Benzophenone uv-absorbers with heterocyclic substituents
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Compounds having the formula: wherein R1 represents hydrogen, C1-C20 alkyl which is unsubstituted or substituted by one or more ammonium, mono-, di-, tri or tetra-C1-C12 alkylammonium groups or by one or more sulphonium groups or represents an aralkyl residue having a total of from 7 to 10 carbon atoms and, in which, the aryl group is unsubstituted or substituted by C1-C4alkyl, C1-C4 alkoxy or halogen and Z is a group selected from R2, R3 and R4, independently, representing hydrogen, C1-C4alkyl, C1-C4 alkoxy, halogen, NHCOC1-C4 alkyl or phenyl which is unsubstituted or substituted by. C1-C4 alkyl, C1-C4 alkoxy or halogen, a process for their preparation and use of the compounds of formula (1) as UV-absorbers which have improved absorption spectrum characteristics, superior resistance to exposure to UV light and excellent thermal stability, relative to known benzophenone compounds.
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- Phenyl ether-substituted hydroxyphenyl triazine ultraviolet light absorbers
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This invention relates generally to phenyl ether substituted triazines compounds and compositions containing same and their use to protect against degradation by environmental forces. A method for stabilizing a material by incorporating such triazines is also disclosed.
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- Novel red-shifted triazine ultravioletlight absorbers
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The present invention relates to novel red-shifted UV absorbers comprising 1,3,5-triazine structures containing a 2-naphthol-derived substituent. The present invention also relates to a method for stabilizing a material by incorporating into such material, e.g., organic material, the novel red-shifted triazine compounds in an amount effective to stabilize the material against the effects of actinic radiation.
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- Stabilizer mixture
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Mixtures of compounds comprising a compound G2 and at least one further compound from the group G0, G1, G3, G4, G5, G6, the compounds G0-G6 each corresponding to formula (I) in which, in the compound G0, the radicals R1, R2, R3, R4, R5 and R6 are each hydrogen; G1, the radical R1 is Q and R2, R3, R4, R5 and R6 are each hydrogen; G2, the radicals R1 and R2 independently of one another are each Q and R3, R4, R5 and R6 are each hydrogen; G3 the radicals R1, R2 and R3 independently of one another are each Q and R4, R5 and R6 are each hydrogen; G4, the radicals R1, R2, R3 and R4 independently of one another are each Q and R5 and R6 are each hydrogen; G5, the radicals R1, R2, R3, R4 and R5 independently of one another are each Q and R6 is hydrogen; G6, the radicals R1, R2, R3, R4, R5 and R6 independently of one another are each Q; and Q and the other symbols are as defined in claim 1, are effective as stabilizers for organic material with respect to damaging exposure to light, oxygen and/or heat.
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- Synergistic UV absorber combination
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A stabilizer composition comprising (A) a compound of the formula I wherein R is (CH2-CH2-O-)n-R2; -CH2-CH(OH)-CH2-O-R2; or -CH(R3)-CO-O-R4; n is 0 or 1; R2 is C1-C13alkyl or C2-C20alkenyl or C6-C12aryl or CO-C1-C18alkyl; R3 is H or C1-C8alkyl; R4 is C1-C12alkyl or C2-C12alkenyl or C5-C6cycloalkyl; and (B) one or more compounds selected from (i) to (xlv) as defined in claim 1 is especially effective towards stabilizing organic materials against degradation induced by light, heat or oxidation.
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- Phenyl ether-substituted hydroxyphenyl triazine ultraviolet light absorbers
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This invention relates generally to phenyl ether substituted triazines compounds and compositions containing same and their use to protect against degradation by environmental forces. A method for stabilizing a material by incorporating such triazines is also disclosed.
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- Mono- and bis-benzotriazolyldihydroxybiaryl UV absorbers
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Provided is a composition which contains a mono- or bis-benzotriazole compound, an N-oxide thereof, or a mixture of at least two of the preceding compounds. Representative bis-benzotriazole compounds include 3,3′-bis-(2H-benzotriazol-2-yl)-5,5′-di-tert-octyl-1,1′-biphenyl-2,2′-diols. Representative mono-benzotriazole compounds include 3-(2H-benzotriazol-2-yl)-5,5′-di-tert-octyl-1,1′-biphenyl-2,2′-diols. These mono- and bis-benzotriazole compounds are useful as stabilizers of degradable polymers against the degradative action of ultraviolet light. Also provided is a method of making these benzotriazole compounds by oxidative dimerization of the corresponding monomeric benzotriazole or by reductive cyclization of the corresponding azo- compound.
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- Poly-trisaryl-1,3,5-Triazine carbamate ultraviolet light absorbers
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The present invention relates to novel carbamate containing trisaryl-1,3,5-triazines and the use thereof as an ultraviolet light absorber. In particular, the presently claimed compounds comprise a carbamate triazine polymer which is particularly useful, either alone or in combination with other additives, including other ultraviolet light absorbers and stabilizers, in stabilizing a polymeric film or molded article from degradation due to exposure to actinic radiation.
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- Trisaryl-1,3,5-triazine ultraviolet light absorbers containing hindered phenols
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This invention relates generally to hindered phenol-substituted triazines and the use thereof to protect materials such as coatings, polymers, resins, organic compounds and the like against degradation by environmental forces, inclusive of ultraviolet light, actinic radiation, oxidation, moisture, atmospheric pollutants and combinations thereof. The new class of hindered phenol-substituted triazines includes a trisaryl-1,3,5-triazine in which one of the aryl groups is substituted by a group which comprises a hindered phenol or is a hindered phenol and is further substituted by a hydroxyl group, either free or blocked to form a latent stabilizer, ortho- to the point of attachment to the triazine. These materials may, under the appropriate circumstances, form oligomers. A method for stabilizing a material by incorporating such hindered phenol-substituted triazines is also disclosed.
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- Non-yellowing para-tertiary-alkyl phenyl substituted triazine and pyrimidine ultraviolet light absorbers
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This invention relates generally to para-tertiary alkyl phenyl substituted pyrimidines and triazines and the use thereof to protect against degradation by environmental forces, inclusive of ultraviolet light, actinic radiation, oxidation, moisture, atmospheric pollutants and combinations thereof. The new class of para-tertiary alkyl phenyl substituted pyrimidines and triazines includes two tertiary alkylated phenyl groups, and a resorcinol or substituted resocinol group attached to the triazine or pyrimidine ring. These materials may, under the appropriate circumstances, be bonded to formulations comprising coatings, polymers, resins, organic compounds and the like via reaction of the bondable functionality with the materials of the formulation. A method for stabilizing a material by incorporating such para-tertiary alkyl phenyl substituted pyrimidines and triazines is also disclosed.
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- Biphenyl-substituted triazines
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Biphenyl-substituted triazines of the formulae which are notable for high thermal stability, are used as stabilizers for organic polymers to counter damage thereto caused by light, oxygen and heat, as light stabilizers for textile fiber materials and as sunscreens for the human skin.
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- Hydroxyphenyltriazines
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There are described compounds of formula A wherein r1 and r2 are each independently of the other 0 or 1; Y1 to Y9 are each independently of the others -H, -OH, C1-C20alkyl, C4-C20cycloalkyl, C2-C20-alkenyl, C1-C20alkoxy, C4-C12cycloalkoxy, C2-C20alkenyloxy, C7-C20aralkyl, halogen, -C 3BOND N, C1-C5haloalkyl, -SO2R', -SO3H, -SO3M, wherein M is an alkali metal, -COOR', -CONHR', -CONR'R'', -OCOOR', -OCOR', -OCONHR', (meth)acrylamino, (meth)-acryloxy, C6-C12aryl; C6-C12aryl substituted by C1-C12alkyl, C1-C12alkoxy, CN and/or by halogen; C3-C12heteroaryl; C3-C12heteroaryl substituted by C1-C12alkyl, C1-C12alkoxy, CN and/or by halogen; or Q of formula I, and at least one substituent Y1 to Y9 must be Q wherein q is 0 or 1, R is a cyclic radical and R1 and T are as defined in claim 1. The novel compounds are suitable, especially in combination with hindered amines, for the stabilisation of organic material against the damaging action of light, oxygen and heat.
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- Hydroxyphenyltriazines
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A description is given of compounds of the formula wherein R and R' independently are H, methyl or ethyl. The novel compounds are effective as stabilizers for organic material against the damaging effect of light, oxygen and heat; they are also suitable for use in skin or hair protection preparations.
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- Morpholinones as light stabilizers
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The invention relates to new compounds containing 1-8 active groups of the type 3,3,6,6-polysubstituted 2-morpholinone and having the formula F(A'-Z)m-X(F),wherein m is a number from 1 to 8; X is an organic anchor group of valency m and in case that m is not 1, X may also be a direct bond, SO2, P or PO; A' is a monovalent group of the formula E containing one linking group; Z is a direct bond, -O-, -S-, -SO-, -SO2- or -NR'14-; provided that Z is -O-, -S-, -SO-, -SO2- or -NR'14- if m is 1 and the linking group in formula E is G3 or G5; G1 is hydrogen; C1-C18alkyl; C2-C18alkyl substituted by OH and/or phenyl; oxyl; OH; C2-C12cyanoalkyl; C2-C12cyanoalkoxy; C1-C18alkoxy; C5-C12cycloalkoxy; C3-C8alkenyl; C3-C8alkynyl; C3-C8alkenyloxy; C7-C12phenylalkyl; C7-C12phenylalkyl substituted by hydroxy, C1-C4alkyl and/or C1-C4alkoxy; C7-C15phenylalkoxy; C7-C15phenylalkoxy, which is substituted by C1-C4alkyl and/or C1-C4alkoxy; or G1 is C1-C8alkanoyl; C3-C5alkenoyl; C1-C18alkanoyloxy; C3-C8epoxyalkyl; or G1 is the linking group -R10-; G2 and G4 are, independently of one another, C1-C18alkyl, C5-C12cycloalkenyl, C5-C12cycloalkyl, or an oligocyclic hydrocarbon residue of 6-12 carbon atoms; G3 is as defined for G2 or is C1-C8hydroxyalkyl; or G2 and G3 together are (CH2)e, where e is a number from 4 to 11; or G5 is the linking group -R5-; G5 is as defined for G4 or is C1-C8hydroxyalkyl; or G4 and G5 together are (CH2)e, where e is number from 4 to 11; or G5 is the linking group -R5-; G6 is as defined for G4 or is hydrogen; or G6 is the linking group, which is a direct bond or -R5-; and other residues are as defined in claim 1. The new compounds are effective as stabilizers for organic material, especially coatings, against harmful effects of light, oxygen and/or heat.
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- Hydroxyphenyltriazines
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Compositions based on synthetic organic polymers or prepolymers are effectively stabilized against the damaging effects of light, oxygen and/or heat by addition of a compound of the formula I STR1 in which Z is a group of one of the formulae II or III, STR2 R7 and R17, independently of one another, are a radical of one of the formulae IV, V and VI STR3 and the remaining symbols are as defined in claim 1.
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- Oxazoline compounds as stabilizers
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A description is given of compounds of the formula I STR1 where r is 0 or 1 and y is a number from the range 1-3; X is a direct bond or --NR8 --, --CO--, --CONH-- or --COO-- or a divalent aliphatic or mixed aromatic-aliphatic C1 -C18 hydrocarbon radical; Z is an aromatic, aliphatic or mixed aromatic-aliphatic C3 -C18 hydrocarbon radical which is interrupted in the aliphatic moiety by one or more divalent functional groups, in each case in a carbon-carbon single bond, and/or in the aromatic or aliphatic moiety by one or more divalent functional groups, in each case in a carbon-hydrogen bond, possible functional groups being --O--, --NR8 --, --S--, --SO--, --SO2 --, --CONH--, --CO-- or --COO--; R is a mono-, di- or trivalent radical of a sterically hindered amine or of a UV absorber from the class of the 2-hydroxyphenylbenzotriazoles, 2-hydroxyphenylbenzophenones, oxalanilides or 2-hydroxyphenyl-4,6-diaryltriazines or a di- or trivalent radical of a sterically hindered phenol; R1 and R2, independently of one another, are H or C1 -C12 alkyl; R3 and R4, independently of one another, are H, C1 -C18 alkyl or --X--(Z)r --R5 ; R5 is a monovalent radical of a sterically hindered amine or of a UV absorber from the class of the 2-hydroxyphenylbenzotriazoles, 2-hydroxyphenylbenzophenones, oxalanilides or 2-hydroxyphenyl-4,6-diaryltriazines or a radical of a sterically hindered phenol; and R8 is H, C1 -C18 alkyl, C7 -C11 phenylalkyl, C2 -C6 alkoxyalkyl or C5 -C12 cycloalkyl. Compounds of the formula I can be employed with advantage for stabilizing organic material against the damaging effect of light, oxygen and/or heat.
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- Phosphites and their production and use
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Phosphites represented by the general formula (I): STR1 wherein R1, R2, R4 and R5 independently represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 5 to 8 carbon atoms, an alkylcycloalkyl group having 6 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms or a phenyl group; R3 and R6 independently represent a hydrogen atom or an alkyl group having 1 to 8 carbon atoms; X1 is a dihydric alcohol residue, wherein HO--X1 --OH defines the corresponding dihydric alcohol from which residue X1, is obtained; and X2 is a direct bond or an alkylene group having 1 to 8 carbon atoms; and the phosphites are useful as stabilizers for organic materials.
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- Substituted malonic acid derivatives and their use as stabilizers
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Esters and amides from 4-hydroxy-and 4-amino-polyalkylpiperidines and hydroxybenzylmalonic acids substituted at the central carbon atom with an organic residue, preferably alkyl-, esteralkyl- or phosphonoalkyl-groups, are excellent stabilizers for organic polymers, especially for polyolefins. They protect the polymers as well against light degradation as against thermo-oxidative degradation. The compounds can be prepared by hydroxybenzylation of the corresponding derivatives of substituted malonic acids. Bis-malonic acid derivatives may be obtained from the monomalonics by reaction with formaldehyde.
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