- Method for preparing 2-(4,6-diaryl-1,3,5-triazin-2-yl)-5-alkoxy-phenol
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The invention relates to a method for preparing 2-(4,6-diaryl-1,3,5-triazin-2-yl)-5-alkoxy-phenol. 2-(4,6-dihydroxyphenyl)-4,6-diaryl-1,3,5-triazine and halogenated alkane are adopted as raw materials, and react under the action of a basic catalyst by adopting sulfolane as a solvent; and only steps of adding a proper amount of water after the reaction is finished and then performing solid-liquid separation are needed to obtain the product with a high yield and high quality. The method is simple in preparation process, the production efficiency is improved, and meanwhile the production cost isreduced.
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Paragraph 0043-0050
(2020/11/26)
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- A PROCESS FOR THE PREPARATION OF UV ABSORBERS
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The presently claimed invention relates to a novel, highly efficient and general process for the preparation of UV absorbers.
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Page/Page column 74
(2020/07/25)
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- COUMESTAN-LIKE ANTIOXIDANTS AND UV ABSORBANTS
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The present invention relates to derivatives of the 1H-pyrano[4,3-b]benzofuran-1-one structure and their nitrogen analogues which possess powerful antioxidant properties combined with a highly effective UV absorbing functionality in one molecule. These compounds are especially useful in cosmetical and dermatological formulations.
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- Benzotriazoles containing phenyl groups substituted by heteroatoms and compositions stabilized therewith
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2H-Benzotriazole UV absorbers substituted at the 3-position and/or the 5-position of the phenyl ring by a phenyl moiety which is substituted by a heteroatom are particularly photostable in automotive coatings, and are of low color and exhibit low volatili
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- Transition-metal-catalyzed process for the preparation of sterically hindered N-substituted alkoxy amines
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Sterically hindered N-substituted alkoxyamines are prepared by the transition-metal-catalyzed decomposition of diazonium salts in the presence of a sterically hindered nitroxyl radical. These compounds are useful as thermal and light stabilizers for a variety of organic substrates.
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- Benzotriazole/hals molecular combinations and compositions stabilized therewith
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Compounds which have a benzotriazole and a hindered amine moiety in the same molecule are typified by the formula A wherein at least one of G2, R1 or R2 contains a hindered amine moiety are extremely effective light stabilizers having both the UV absorbing activity of a benzotriazole and the light stabilizing efficacy of a hindered amine in the same molecule. These compounds are effective stabilizers for thermoset resin compositions, thermoplastic resin compositions, for photographic applications, for pigmented or dyed polypropylene, polyamide or polyester fibers, and for white, dyed, dipped, unscented and/or scented candle wax against discoloration and fading when incorporated therein alone or in combination with an antioxidant.
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- 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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- Benzotriazoles containing phenyl groups substituted by heteroatoms and compositions stabilized therewith
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2H-Benzotriazole UV absorbers substituted at the 3-position and/or the 5-position of the phenyl ring by a phenyl moiety which is substituted by a heteroatom are particularly photostable in automotive coatings, and are of low color and exhibit low volatili
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- Transition-metal-catalyzed process for the preparation of sterically hindered N-substituted aryloxyamines
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Sterically hindered N-substituted aryloxyamines are prepared by the transition-metal-catalyzed decomposition of diazonium salts in the presence of a sterically hindered nitroxyl radical. These compounds are useful as thermal and light stabilizers for a variety of organic substrates.
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- Hydroxy-substituted N-alkoxy hindered amines and compositions stabilized therewith
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Hindered amines substituted on the N-atom with an hydroxy-substituted alkoxy moiety are particularly effective in stabilizing organic polymer compositions against the deleterious effects of oxidative, thermal and actinic radiation where the presence of the OH group on the compounds adds important properties not otherwise attainable.
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- Substituted 5-heteroaryl-2-(2-hydroxyphenyl)-2h-benzotriazole UV absorbers, a process for preparation thereof and compositions stabilized therewith
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Compounds of formula I or II where R is a heteroaryl moiety, such as 3-pyridyl, or T is a heteroaryl moiety, such as thien-2,5-diyl, and E1and E2are independently hydrogen, alkyl, aralkyl and the like, are prepared by reaction of a benzotriazole substituted on the 5-position of the benzo ring by a halogen atom with a heteroarylboronic acid or ester in the presence of a transition-metal catalyst, such as palladium (II) diacetate. The benzotriazole compounds of formula I are particularly efficacious as stabilizers for automotive coatings and candle wax.
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- 2H-benzotriazole UV absorders substituted with 1,1-diphenylalkyl groups and compositions stabilized therewith
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2H-Benzotriazole UV absorbers substituted at the 3-position or at the 5-position of the phenyl ring by a 1,1-diphenylalkyl moiety, particularly a 1,1-diphenylethyl group, are particularly photostable in automotive coatings, and are of low color and exhibit low volatility in thermoplastic compositions.
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- Hydroxy-substituted N-alkoxy hindered amines and compositions stabilized therewith
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Hindered amines substituted on the N-atom with an —O—E—OH moiety are particularly effective in stabilizing polyolefin and automotive coating compositions against the deleterious effects of oxidative, thermal and actinic radiation where the presence of the OH group on the compounds adds important properties not attainable by the use of normal —O—E moieties.
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- Long chain hindered amines and compositions stabilized therewith
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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.
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- Process for making triazine UV absorbers using lewis acids and reaction promoters
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It has been now surprisingly discovered after extensive research that 2-halo-4,6-bisaryl-1,3,5-triazine can be prepared with unprecedented selectivity, efficiency, mild conditions, and in high yield by the reaction of cyanuric halide with aromatics in the presence of at least one Lewis acid and at least one reaction promoter. This reaction is also unprecedently general as a variety of aromatics can be used to produce a wide selection of 2-halo-4,6-bisaryl-1,3,5-triazines. The novel approach includes the use of the reaction promoters in combination with at least one Lewis acid under certain reaction conditions to promote the formation of 2-halo-4,6-bisaryl-1,3,5-triazine compounds from cyanuric halide. Preferably, the Lewis acids and reaction promoters are combined to form a complex. 2-Halo-4,6-bisaryl-1,3,5-triazines are key intermediates for making 2-(2-oxyaryl)-4,6-bisaryl-1,3,5-triazine class of UV absorbers.
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- Bloom-resistant benzotriazole UV absorbers and compositions stabilized therewith
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Benzotriazole UV absorbers substituted with an ultra long ester or amide moiety wherein the ester or amide group is a hydrocarbyl group of 25 to 100 carbon atoms or is a group of alkyl of 25 to 100 carbon atoms interrupted by 5 to 39 oxygen atoms and terminated with an omega—OH or an omega—OR group exhibit excellent stabilization efficacy while they concomitantly do not bloom when incorporated into polyolefin films. These benzotriazole UV absorbers also provide excellent protection to white, dyed, dipped, unscented and/or scented candle wax from discoloration and degradation.
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- Asymmetrical bisbenzotriazoles substituted by a perfluoroalkyl moiety
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Asymmetrical bis benzotriazoles of the formula I where G2′ is perfluoroalkyl of 1 to 12 carbon atoms, preferably CF3, and where G2does not contain said group are red-shifted and due to the asymmetry are particularly solubl
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- Hydroxy-substituted N-alkoxy hindered amines and compositions stabilized therewith
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Hindered amines substituted on the N-atom with an —O—E—OH moiety are particularly effective in stabilizing polyolefin and automotive coating compositions against the deleterious effects of oxidative, thermal and actinic radiation where the presence of the OH group on the compounds adds important properties not attainable by the use of normal —O—E moieties.
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- Benzotriazole UV absorbers having enhanced durability
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Benzotriazole UV absorbers which are substituted at the 5-position of the benzo ring by an electron withdrawing group exhibit enhanced durability and very low loss rates when incorporated into automotive coatings. This is particularly the case when the 3-position of the phenyl ring is also substituted by phenyl or phenylalkyl such as alpha -cumyl. Compounds where the 5-position of the benzo ring are substituted by perfluoroalkyl such as trifluoromethyl are particularly of interest for both their enhanced durability and for their excellent solubility and excellent color properties in some thermoplastic compositions when the phenyl ring is substituted at the 3-position by hydrogen or tert-alkyl.
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- Acylphosphine oxides
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Compounds of formula (I), in which X is oxygen or sulfur, R1, R2 and R3 independently of one another are a group (a), C2 -C8 alkenyl, phenyl which is unsubstituted or is substituted from one to four times with C1 -C12 alkyl, C1 -C12 alkoxy, C1 -C6 alkylthio and/or halogen, or are naphthyl which is unsubstituted or is substituted from one to four times with C1 -C12 alkyl, C1 -C12 alkoxy, C1 -C6 alkylthio and/or halogen, or are biphenyl which is unsubstituted or is substituted from one to four times with C1 -C12 alkyl, C1 -C12 alkoxy, C1 -C6 -alkylthio and/or halogen, or R1, R2 and R3 independently of one another are an O-, S- or N-containing 5- or 6-membered heterocyclic ring, R1 is in addition a group of formula (II), or R1 and R2 are linked to form a ring containing 4 to 10 carbon atoms which is unsubstituted or substituted by 1 to 6 C1 -C4 alkyl groups, R4, R5 and R6 independently of one another are hydrogen or C1 -C18 alkyl, or R5 and R6, together with the carbon atom to which they are attached, form a cyclopropyl, cyclopentyl or cyclohexyl ring, and R7, R8, R9 and R10 independently of one another are hydrogen, C1 -C4 alkyl, C1 -C4 alkoxy or halogen, are suitable as photoinitiators for the photopolymerization of ethylenically unsatured systems. STR1
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- Tris-aryls-triazines substituted with biphenylyl groups
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The s-triazines of formula I are UV absorbers having high thermal stability and surprisingly high extinction coefficients making them of especial value for stabilizing polymer subsnates, especially automotive coatings. Tris-aryl-s-triazines in which at least one of the aryl groups has an hydroxy group ortho to the point of attachment to the triazine ring are well known UV absorbers. It is also well-known that this class of triszines protect organic polymers from the deleterious effects of exposure to actinic radiation. The instant invention pertains to novel dimetic or oligomeric tris-aryl-s-triazines wherein at least one of the aryl groups is a biphenylyl or substituted biphenylyl moiety. More particularly, the instant invention relates to compounds of formula I STR1 wherein G1, G2, and E2 are here-in-below defined.
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- Compositions stabilized with red-shifted tris-aryl-s-triazines
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Tris-aryl-s-triazines of formula V STR1 which contain from one one to three resorcinol derived moieties with at least one of said moieties substituted in the 5-position with a group such as, for example, alkyl or phenylalkyl have UV spectra which are red-
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- Red-shifted tris-aryl-s-triazines and compositions stabilized therewith
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Tris-aryl-s-triazines which contain from one to three resorcinol derived moieties with at least one of said moieties substituted at the 5-position with an alkyl, phenylalkyl, halogen, thio or sulfonyl group have UV spectra which are red-shifted to the nea
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- α-carbonylphenylacetonitrile derivatives as stabilizers for organic materials
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Compositions comprising an organic material liable to oxidative, thermal and/or actinic degradation and at least one compound of the formula I STR1 are described in which n is 1-6, R, R 1, R 2, R 3 and R 4 are preferably hydrogen and A is a monovalent radical or polyvalent linking moiety.Some of the compounds of the formula I are novel. They are particularly suitable for the stabilization of lubricating oils, metal processing fluids and hydraulic fluids, and of thermoplastics and elastomers.
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- Piperidine-triazine compounds for use as stabilizers for organic materials
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The present invention relates to novel piperidine-triazine compounds of the general formula (I) STR1 in which R1 is e.g. methyl, acetyl or (C1 -C2 alkoxy)carbonyl, A is e.g. a group of the formula (IIa), STR2 in which R3 is e.g. hydrogen, methyl, 2,2,6,6-tetramethyl-4-piperidyl, 1,2,2,6,6-pentamethyl-4-piperidyl or 1-acetyl-2,2,6,6-tetramethyl-4-piperidyl, R4 is e.g. C3 -C6 alkylene, R2 is e.g. a group R1 -A- and n is e.g. a number from 1 to 5. The said compounds are effective as light stabilizers, heat stabilizers and oxidation stabilizers for organic materials.
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