公开(公告)号：JPH0418060A

公开(公告)日：1992-01-22

申请号：JP12178290

申请日：1990-05-11

Applicant: MITSUI PETROCHEMICAL IND

Inventor： TANAKA MICHIO ,  TARUMOTO HIROMASA ,  KAWAI KOJI ,  MIKI HISAYA

IPC: C07C227/10 ,  C07C229/52

Abstract: NEW MATERIAL:An aromatic diketodicarboxylic acid expressed by formula I (R and R are 1-9C alkyl or 3-6C cycloalkyl). EXAMPLE:2,5-Bis(4'-N,N-diethylamino)-(2'-hydroxybenzoyl)terephthalic acid. USE:Useful as a raw material for producing fluoran compounds used as a coloring dye for coloring recording materials such as heat-sensitive recording paper and pressure-sensitive paper. Since the new compound expressed by formula I especially has two sets of symmetric ketone groups and carboxyl groups in the molecule, the compound is effectively used as a raw material for producing the fluoran compounds having the two fluoran structures in the molecule. PREPARATION:An m-aminophenol derivative expressed by formula II is reacted with pyromellitic anhydride in a solvent such as toluene to afford the compound expressed by formula I at 30-160 deg.C, preferably 40-120 deg.C.

公开(公告)号：JPH03218336A

公开(公告)日：1991-09-25

申请号：JP18666790

申请日：1990-07-12

Applicant: MITSUI PETROCHEMICAL IND

Inventor： HIROWATARI NORIYUKI ,  TSUDA MIYUKI ,  TANAKA MICHIO

IPC: B01J27/232 ,  C07B61/00 ,  C07C67/31 ,  C07C69/708

Abstract: PURPOSE:To obtain the title compound without using an expensive catalyst in high yield and high purity by reacting phenols with 2-halocarboxylic acid ester in an aprotic polar organic solvent containing a hetero atom other than oxygen in the presence of an alkali metal carbonate. CONSTITUTION:A compound expressed by formula I (R is H or 1-6C alkyl; (n) is integer of 1-4; R is H, halogen, NO2 or alkoxy) is allowed to heat with a compound expressed by formula II (R is H or 1-6C alkyl or aryl; R is 1-6C alkyl; X is halogen) in an aprotic polar solvent (preferably amide, urea, sulfoxide, sulfolane, imidazolidinone or phosphoric triamide derivative) containing a hetero atom (preferably N, S and/or P) other than oxygen in the presence of an alkali metal carbonate. Thereby the title compound useful as an additive for heat sensitive paper or intermediate for medicine is obtained without using expensive catalyst such as KI in high yield and purity.

公开(公告)号：JPH03197449A

公开(公告)日：1991-08-28

申请号：JP33709589

申请日：1989-12-26

Applicant: MITSUI PETROCHEMICAL IND

Inventor： TANAKA MICHIO ,  FUJIMOTO TADAAKI ,  MIKI HISAYA

IPC: C07C211/62

Abstract: PURPOSE:To obtain an organic quaternary ammonium compound in high yield at normal temp. under normal pressure by using a readily handleable liquid or solid as the starting raw material which is obtained by reacting a tetraalkylammonium hydroxide with a carbonic acid ester. CONSTITUTION:A tetraalkylammonium hydroxide (e.g. tetramethylammonium hydroxide) is made to react with carbonic acid ester (e.g. dimethyl carbonate) to produce an organic quaternary ammonium compound (e.g. tetramethylammonium methylcarbonate). The organic quaternary ammonium compound is useful as a raw material for a solute in the electrolyte of electrolytic condenser.

公开(公告)号：JPH02250841A

公开(公告)日：1990-10-08

申请号：JP7356889

申请日：1989-03-24

Applicant: MITSUI PETROCHEMICAL IND

Inventor： OIKAWA HIDEO ,  TANAKA MICHIO ,  TANIGUCHI KATSUO

IPC: C07C37/055 ,  C07B61/00 ,  C07C37/50 ,  C07C39/15

Abstract: PURPOSE:To obtain the title compound useful as a raw material for heat- resistant synthetic resin in high purity, simply, rapidly and in high yield by reacting 4,4'-di(2-hydroxy-2propyl)biphenyl of raw material with hydrogen peroxide in a specific solvent in the presence of an acid catalyst. CONSTITUTION:4,4'-Di(2-hydioxy-2-propyl)biphenyl as a raw material is reacted with preferably 2.0-4.0 mols based on 1mol raw material of hydrogen peroxide usually at 20 deg.C-the boiling point of a solvent. Concretely, nitromethane, 1- nitropropane, nitrobenzene, etc., are used as the solvent. The amount of the solvent used is 2-200 pts.wt., preferably 5-120 pts.wt. based on 1 pt.wt. raw material. When the aimed compound is formed, the compound is immediately made into high-purity crystal and precipitated by controlling the amount of the solvent used.

公开(公告)号：JPS60152431A

公开(公告)日：1985-08-10

申请号：JP704284

申请日：1984-01-20

Applicant: MITSUI PETROCHEMICAL IND

Inventor： MIZUNO KENICHI ,  MATSUMOTO TETSUHIRO ,  TANAKA MICHIO

IPC: C07C29/132 ,  C07C27/00 ,  C07C29/50 ,  C07C33/26 ,  C07C67/00

Abstract: PURPOSE:To produce the titled compound in high yield, by oxidizing diisopropylbenzene with molecular oxygen in the presence of an alkaline aqueous solution until the reaction system reaches specific state, and reducing the product with an aqueous solution of a sulfite in a water-insoluble solvent in the absence of said aqueous solution. CONSTITUTION:Diisopropylbenzene is oxidized with molecular oxygen in the presence of an lakaline aqueous solution until the hydroxyperoxide concentration in the oily phase reaches >=110wt% in terms of diisopropylbenzene monohydroperoxide. The above aqueous solution is separated from the obtained binary liquid phase oxidation reaction mixture, and the oxidation reaction product in the oily phase is dissolved in a water-insoluble solvent. The solution is made to contact with an aqueous solution of a sulfite under stirring to reduce the above product. The aqueous phase is separated from the obtained binary liquid phase reduction reaction mixture, and the objective di(2-hydroxy-2-propyl)benzene useful as an intermediate of crosslinking agent is separated from the oily phase by a relatively simple oprocedure, in high purity and yeild.

公开(公告)号：JPS6061546A

公开(公告)日：1985-04-09

申请号：JP16922083

申请日：1983-09-16

Applicant: MITSUI PETROCHEMICAL IND

Inventor： NAKAGAWA HIROAKI ,  TANAKA MICHIO ,  MIZUNO KENICHI

IPC: C07C37/08 ,  B01J23/00 ,  B01J23/20 ,  B01J23/24 ,  B01J27/00 ,  B01J27/057 ,  B01J27/188 ,  B01J27/198 ,  B01J27/199 ,  C07B61/00 ,  C07C27/00 ,  C07C39/10 ,  C07C67/00

Abstract: PURPOSE:To prepare phloroglucin in high yield, by using a heteropolyacid as an acidolysis catalyst, subjecting trihydroperoxide of 1,3,5-triisopropylbenzene in a specific temperature range in a specified acidolysis ratio. CONSTITUTION:Trihydroperoxide of 1,3,5-triisopropylbenzene containing oxidized by-products, obtained by oxidation of 1,3,5-triisopropylbenzene, is subjected to acidolysis by the use of a heteropolyacid such as molybdophosphoric acid, molybdosilicic acid, tungstophosphoric acid, tungstosilicic acid, etc. as an acidolysis catalyst at about 40- about 110 deg.C, preferably at about 50- about 100 deg.C, especially under reflux conditions in an acidolysis range of 92-99.5%, to give phloroglucin. The acidolysis is preferably carried out in a homogeneous reaction system.

公开(公告)号：JPS601179A

公开(公告)日：1985-01-07

申请号：JP10775883

申请日：1983-06-17

Applicant: MITSUI PETROCHEMICAL IND

Inventor： TANAKA MICHIO ,  SAEKI KENJI ,  FUJIMOTO TADAAKI

IPC: C07D323/06 ,  B01J23/00 ,  B01J23/28 ,  B01J23/30 ,  B01J27/00 ,  B01J27/02 ,  B01J27/188 ,  C07B61/00

Abstract: PURPOSE:To obtain trioxane in high yield, be reacting formaldehyde in a liquid phase in the presence of a catalyst of hetero-poly-acid under heating. CONSTITUTION:Formaldehyde is reacted in a liquid phase preferably in a halogenated hydrocarbon solvent such as dichloroethane, dibromomethane, bromoiodomethane, etc. in the presence of a heteropoly-acid (e.g., molybdophosphoric acid, molybdosilicic acid, tungsto-phosphoric acid, tungstosilicic acid, etc.) at 70-130 deg.C for 0.5-24hr preferably under pressure to give the desired trioxan. If necessary, one or two kinds of heteropoly-acids are used, 1-120pts.wt. formaldehyde and 0.1-20pts.wt. heteropolyacid are used based on 100pts.wt reaction medium.

公开(公告)号：JPH0585994A

公开(公告)日：1993-04-06

申请号：JP25164491

申请日：1991-09-30

Applicant: MITSUI PETROCHEMICAL IND

Inventor： KUWABARA MASAHIRO ,  KONDO MASAHIRO ,  OOMATSUZAWA TAKESHI ,  TANAKA MICHIO

IPC: C07D295/08 ,  C07C213/02 ,  C07C215/76

Abstract: PURPOSE:To obtain the subject compounds in good yield without using any solvent and catalyst and facilitate purification of the subject compounds by adding a secondary amine to a dihydric phenol, then heating the reactional mixture to a specific temperature and keeping the reactional mixture for a prescribed time. CONSTITUTION:Secondary amines (e.g. dimethylamine or pyrrolidine) expressed formula II or III (R is methyl or ethyl; n is 4 or 5) in an equiv. amount of 0.8-2 times, preferably 1-1.5 times based on dihydric phenols (preferably resorcinol, hydroquinone, etc.) expressed by formula I are initially added thereto. The temperature of the reactional mixture after adding the secondary amines is increased to 150-250 deg.C, preferably 170-230 deg.C and the reaction mixture is further kept at the temperature for 1-10hr, preferably 3-8hr to afford the objective compounds expressed by formula IV or V.

公开(公告)号：JPH0585993A

公开(公告)日：1993-04-06

申请号：JP25164391

申请日：1991-09-30

Applicant: MITSUI PETROCHEMICAL IND

Inventor： KUWABARA MASAHIRO ,  KURANO YOSHITO ,  KONDO MASAHIRO ,  TANAKA MICHIO

IPC: C07C213/02 ,  C07C215/76

Abstract: PURPOSE:To facilitate purification of the subject compounds and obtain the subject compounds in good yield without using any solvent and catalyst by adding a primary amine to a dihydric phenol, then heating the reaction mixture to a specific temperature and keeping the reactional mixture for a prescribed time. CONSTITUTION:Primary amines (e.g. methylamine) expressed the formula H2N-R (R is 1-6C alkyl) in an equiv. amount of 0.8-2.5 times, preferably 1-1.5 times based on dihydric phenols (preferably resorcinol, hydroquinone, etc.) expressed by formula I are initially added thereto. The temperature of the reaction mixture after adding the primary amines is increased to 150-250 deg.C, preferably 170-230 deg.C and the reaction mixture is further kept at the temperature for 1-10hr, preferably 3-8hr to afford the objective compounds expressed formula II.

公开(公告)号：JPH04225982A

公开(公告)日：1992-08-14

申请号：JP10448591

申请日：1991-05-09

Applicant: MITSUI PETROCHEMICAL IND

Inventor： TANAKA MICHIO ,  KAWAI KOJI ,  TARUMOTO HIROMASA ,  MIKI HISAYA

IPC: B41M5/145 ,  B41M5/327 ,  C07D493/16 ,  C09B11/24 ,  C09B11/28

Abstract: PURPOSE:To obtain the title compound useful for a heat-sensitive recording material as coloring dye by reacting a specific aromatic diketocarboxylic acid with a specific 4-alkoxydiphenylamine derivative. CONSTITUTION:An aromatic diketocarboxylic acid shown by formula I (R and R are 1-9C alkyl or 3-6C cycloalkyl) is made to react with a 4- alkoxydiphenylamine derivative shown by formula II (R is H or anilino); R is H or 1-4C alkyl; R is lower alkyl) (the amount used is preferably 2mols based on 1mol of the compound shown by formula II) in an inert gas atmosphere in the presence of conc. sulfuric acid at 40-100 deg.C for 2-20 hours, added to ice water, filtered, neutralized and washed with toluene to give the objective compound shown by formula III.