- Synthesis and Curing Behaviors of Cross-Linkable Polynaphthols from Renewable Resources: Preparation of Artificial Urushi
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This paper describes the synthesis and curing of cross-linkable polynaphthols from renewable resources. Naphthol monomers bearing an unsaturated group from renewable triglyceride oils were designed and oxidatively polymerized to produce new cross-linkable precursor polymers. The monomers were prepared by acylation of hydroxynaphthoic acids with unsaturated alcohols, obtained by reduction of natural oils. The oxidative polymerization was carried out by Fe-salen catalyst to give soluble polynaphthols. NMR analysis showed that the naphthol moiety was chemoselectively reacted during the polymerization, yielding the polymers possessing the unsaturated group in the side chain. The resulting polymers were readily cured by thermal treatment or cobalt naphthenate catalyst to give the cross-linked film ("artificial urushi") with high hardness and gloss surface.
- Tsujimoto, Takashi,Uyama, Hiroshi,Kobayashi, Shiro
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- Effect of -C(CF3)2- on the surface energy of main-chain liquid crystalline and crystalline polymers
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Novel fluorinated main-chain liquid crystalline/crystalline polymers were prepared through thin film polymerization. Two polymer systems were studied: one from 2,6-acetoxynaphthoic acid (ANA), acetoxyacetanilide (AAA), and 4,4a?2-(hexafluoroisopropylidene)bis(benzoic acid) (6F acid) and the other from ANA, hydroquinone diacetate (HQAT), and 6F acid. The surface energy was estimated using contact angles of water, glycerol, and diiodomethane. A small amount of -C(CF3)2- in the main chain lowered the surface energy, and the fluorocarbons were preferentially enriched at the air-polymer interface, causing low surface energy and large water contact angles. These results agreed with XPS data. Since the -O-Ar-O- unit in the HQAT moiety is more rigid than the -O-Ar-N- unit in the AAA moiety, LC texture formed more easily in the ANA/HQAT/6F acid system than in the ANA/AAA/6F acid system. Contrarily, the fluorocarbons enriched more preferentially at the surface in the ANA/AAA/6F acid system than in the ANA/HQAT/6F acid system. Moreover, the hydrogen bonding originating from the amide group hindered further decrease of surface energy with an increase in 6F acid content in the ANA/AAA/6F acid system.
- Ma, Kui-Xiang,Chung, Tai-Shung
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- Production device of liquid crystal polymer precursor acetylated monomer
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The utility model provides a production device of a liquid crystal polymer precursor acetylated monomer, which comprises a raw material dissolving tank, a micro-mixer, a micro-channel reactor and a receiving system which are sequentially communicated through pipelines along the material flow direction. By adopting the microchannel reactor, the heat exchange capability of the reactor in the reaction process is enhanced, the defect of large temperature fluctuation of the phenolic hydroxyl-containing aromatic compound in the acetylation reaction process by adopting the traditional method is overcome, the high selectivity of the reaction is realized by accurately controlling the temperature, the generation of by-products is reduced, and the production cost is reduced. The purity of the monomeris improved, a high-purity polymerized monomer is provided for the subsequent melt polycondensation reaction, and the performance of the liquid crystal polymer prepared by the polycondensation reaction is greatly improved.
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Paragraph 0096-0101
(2021/03/24)
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- Compound
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PROBLEM TO BE SOLVED: To provide a method for producing a compound having an ester bond and/or amide bond, with a small content of impurities in high yield; and to provide a high purity compound obtained by the method.SOLUTION: There is provided a method for producing a mixed acid anhydride (4) by adding a compound (1) having at least one carboxy group and a base (2) simultaneously without mixing in advance to an acid halide compound (3) to react them. Also a method for producing an ester compound and/or amide compound (6) is provided which comprises: adding a compound (1) having at least one carboxy group and a base (2) simultaneously without mixing in advance to an acid halide compound (3) to react them to produce a mixed acid anhydride (4); and thereafter reacting with a compound (5) having at least one group selected from a hydroxy group, mercapto group and/or amino group.
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Paragraph 0086; 0087
(2016/12/01)
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- COATING COMPOSITIONS SUITABLE FOR USE WITH AN OVERCOATED PHOTORESIST
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In one aspect, organic coating compositions, particularly antireflective coating compositions, are provided that comprise that comprise a diene/dienophile reaction product. In another aspect, organic coating compositions, particularly antireflective coating compositions, are provided that comprise a component comprising a hydroxyl-naphthoic group, such as a 6-hydroxy-2-naphthoic group Preferred compositions of the invention are useful to reduce reflection of exposing radiation from a substrate back into an overcoated photoresist layer and/or function as a planarizing, conformal or via-fill layer.
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- Synthesis of 6-hydroxy-2-naphthoic acid from 2,6-diisopropylnaphthalene using NHPI as a key catalyst
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A new strategy to 6-hydroxy-2-naphthoic acid (HNPA) and 4-hydroxybenzoic acid from 2,6-diisopropylnaphthalene and p-cymene, respectively, was developed using the NHPI-catalyzed aerobic oxidation as a principal reaction. 2,6-Diisopropylnaphthalene was oxidized by the oxidation with O2 (1 atm) by NHPI (10 mol %) combined with Co(OAc)2 (0.5 mol %) to give 6-acetyl-2-isopropylnaphthalene, which then was converted to 6-isopropyl-2-naphthoic acid under O2 (1 atm) in the presence of Co(OAc)2 (0.5 mol %) and Mn(OAc)2 (0.5 mol %). Esterification of the resulting acid followed by the aerobic oxidation produced methyl 6-hydroxy-2-naphthoate whose hydrolysis led to the desired HNPA. An alternative route involves the oxidation of 6-acetyl-2-isopropylnaphthalene to 6-acetyl-2-naphthol on which subsequent oxidation and deacetylation gave HNPA. This method was successfully extended to the synthesis of 4-hydroxybenzoic acid from p-cymene.
- Nakamura, Ryota,Obora, Yasushi,Ishii, Yasutaka
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experimental part
p. 3577 - 3581
(2009/09/06)
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- NAPHTHOL DERIVATIVE AND CHARGE CONTROL AGENT COMPRISING THE SAME
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The present invention provides a novel naphthol derivative represented by the following general formula (I). The novel naphthol derivative of the present invention is useful as a positively electrifiable charge control agent. The present invention further provides an electrophotographic toner comprising a charge control agent comprising the novel naphthol derivative represented by formula (I).
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Page column 8
(2010/02/08)
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- Optically active compound and liquid crystal composition containing the compound
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An optically active compound of the following general formula (1) useful as a chiral dbpant, and use thereof, 1wherein each of X and Y is independently a hydrogen atom or a fluorine atom, R is (C2H5)2CHCH2C*H(CH
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- Mesomorphic compound, liquid crystal composition containing same, liquid crystal device using same and display apparatus
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A mesomorphic compound represented by: STR1 where R 1 and R 2 are alkyl; X 1 and X 3 are a single bond, STR2 X 2 is a single bond, STR3 A 1, A 2 and A 3 are a single bond, aryl, heteroaryl, pyrimidyl or cyclohexyl, X 4a, X 5a, X 4b, X 5b, X 4c and X 5c are H, F, Cl, Br, --CH 3, --CN or --CF 3 ; and n is 0 or 1.
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- Mesomorphic compound, liquid crystal composition containing same and liquid crystal device using same
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A mesomorphic compound represented by the following formula (I): STR1 wherein R1 and R2 respectively denote an alkyl group having 1-16 carbon atoms capable of having a substituent; X1, X2 and X3 respe
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- Kinetic studies and modeling of a self-replicating system
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The design, synthesis, and study of a molecular template, 11a, that catalyzes its own formation from simpler components, 9 and 10d, is described. Autocatalysis is shown by the following: (1) the increase in rate of reaction of 9 and 10d in the presence of 11a; (2) the reduction in rate of reaction in the presence of 2,6-bis(acetylamino)pyridine inhibitor; and (3) the reduction in rate of reaction when a component incapable of template behavior, 10b, is substituted for 10d. Three kinetic pathways are elucidated: (1) the background bimolecular reaction (eq 6); (2) the preassociative mechanism (eq 7); and (3) the template termolecular process (eq 8). A kinetic model for the replication process is introduced, and equilibrium and rate constants are determined. Predictions for the shapes of the product growth curves are made.
- Nowick, James S.,Feng, Qing,Tjivikua, Tjama,Ballester, Pablo,Rebek Jr., Julius
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p. 8831 - 8839
(2007/10/02)
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- Process for producing acyloxynaphthoic acids
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A process for producing an acyloxynaphthoic acid represented by the general formula STR1 wherein R1 represents a hydrogen atom or an alkyl group, which comprises (a) oxidizing an acylalkylnaphthalene represented by the general formula STR2 wherein R1 is as defined, and R2 represents a lower alkyl group, with a peroxide, and (b) oxidizing the resulting acyloxyalkylnaphthalene represented by the general formula STR3 wherein R1 and R2 are as defined above, with molecular oxygen in an organic solvent in the presence of a catalyst comprising a bromine compound and a cobalt compound.
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- Process for preparing 6-acetoxy-2-naphthoic-acid and pure 6-hydroxy-2-naphthoic acid
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6-Hydroxy-2-naphthoic acid can be selectively acetylated to 6-acetoxy-2-naphthoic acid, in particular in the presence of admixtures of isomeric hydroxy-naphthoic acids, and thus be separated from those isomeric admixtures. The acetylation is affected in aqueous alkaline solution by reaction with acetic anhydride. By hydrolysis of the 6-acetoxy-2-naphthoic acid, a pure 6-hydroxy-2-naphthoic acid is obtained.
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