公开(公告)号：JPH04142974A

公开(公告)日：1992-05-15

申请号：JP26818590

申请日：1990-10-04

Applicant: MITSUI PETROCHEMICAL IND

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

IPC: B41M5/145 ,  B41M5/30 ,  B41M5/323 ,  B41M5/337

Abstract: PURPOSE:To obtain a dye having extremely high absorbancy and fastness within a visible region-a near infrared region by adding a specific quinoide type electron acceptive compound, a polyhydric hydroxy aromatic compound and an acidic substance. CONSTITUTION:A quinoid type electron acceptive compound is represented by formula (I) wherein A and B are respectively independently an aryl group and Y is a quinone ring conjugated with two imino nitrogen atoms to form a quinoid structure, for example, a benzoquinone ring, a naphthoquinone ring or an anthraquinone ring). As a polyhydric hydroxy aromatic compound, hydroquinone and a derivative thereof, catechol and a derivative thereof and bisphenol and a derivative thereof are designated. As an acidic substance, both of org. and inorg. compounds can be used. As the org. compound, for example, benzoic acid or naphthoenic acid can be designated and, as the inorg. compound, activated clay, acid clay, kaolin, clay or an acidic resin such as a phenol resin can be designated. The mol ratio of quinoid type electron acceptive compound/ polyhydric hydroxy aromatic compound is pref. 0.05-20.

公开(公告)号：JPH0320251A

公开(公告)日：1991-01-29

申请号：JP15390289

申请日：1989-06-16

Applicant: MITSUI PETROCHEMICAL IND

Inventor： KONDO MASAHIRO ,  KURANO YOSHITO ,  YAMAMOTO SANEHIRO ,  TANAKA MICHIO

IPC: C07C213/02 ,  C07C213/10 ,  C07C215/76

Abstract: PURPOSE:To enable efficient production of the subject compound purified by bringing the reaction mixture from a dihydroxylic phenol and an alkylamine into contact with halogenated hydrocarbon and water to effect extraction and distilling the oily phase separated. CONSTITUTION:A dihydroxylic phenol and an alkylamine are allowed to react, and the reaction mixture is brought into contact with halogenated hydrocarbon and water to effect extraction. Then the oily phase is distilled to give an N- alkylaminophenol. Moreover, the aqueous phase is distilled to collect the unreacting dihydroxylic phenol, which is reused. The process according to the invention leads to high conversion of the dihydroxylic phenol and high reaction efficiency with by-products reduced. The product is useful as an intermediate of dyes for heat-sensitive, pressure-sensitive recording paper, xanthene dyes and fluorescent dyes.

公开(公告)号：JPH0320248A

公开(公告)日：1991-01-29

申请号：JP15389989

申请日：1989-06-16

Applicant: MITSUI PETROCHEMICAL IND

Inventor： KURANO YOSHITO ,  KAWAMURA MASATO ,  KONDO MASAHIRO ,  TANAKA MICHIO

IPC: C07C213/02 ,  C07C213/10 ,  C07C215/76

Abstract: PURPOSE:To obtain the subject compound by reacting bifunctional phenols and alkylamine, converting tie subject compound to salt with acid treatment of reacted mixture, removing unreacted bifunctional phenols with extraction and separation in organic solvent, neutralizing residual salt and distilling. CONSTITUTION:Bifunctional phenols are reacted with alkylamine and resultant reacted mixture is treated with acid to convert to N-alkylaminophenols salt. Next, unreacted bifunctional phenols are extracted and separated in organic solvent. On the other hand, residual N-alkylaminophenolic acid salt is neutralized with alkaline aqueous solution and separated oil layer is distilled to obtain N-alkylaminophenols. Resultant compound is useful as intermediate of dye for heat-sensitive and pressure-sensitive paper, xanthene-based dye or fluorescent dye. Produced compound is readily and efficiently purified with excellent reaction efficiency, high conversion of bifunctional phenols and a small amount of by-product.

公开(公告)号：JPH02145534A

公开(公告)日：1990-06-05

申请号：JP30171088

申请日：1988-11-29

Applicant: MITSUI PETROCHEMICAL IND

Inventor： ISHIBASHI MASAYASU ,  TANAKA MICHIO ,  TANIGUCHI KATSUO

IPC: B01J27/232 ,  C07B61/00 ,  C07C37/08 ,  C07C37/84 ,  C07C39/14

Abstract: PURPOSE:To obtain the high-purity title substance free from coloring by crystallizing a reaction mixture obtained by subjecting diisopropylnaphthalenemonohydroperoxide to acid decomposition using an aromatic hydrocarbon having specific carbon numbers. CONSTITUTION:Diisopropylnaphthalene is oxidized in the presence of a catalyst such as NaOH while charging a molecular oxygen to give diisopropylhaphthalenemonohydroperoxide, which is then subjected to acid decomposition in the presence of an acidic catalyst (e.g. sulfuric acid or benzene sulfonic acid) and the resultant reaction mixture is dissolved in 6-12C aromatic hydrocarbon (e.g. benzene, toluene, xylene, cumen or diisopropylbenzene) at 50-120 deg.C and then cooled to ambient temperature to provide the high-purity isopropylnaphthol. An amount of the aromatic hydrocarbon used is preferably 0.5-10 pts.wt. based on crude isopropylnaphthol or reaction product of acid decomposition. The title substance is useful as a raw material for synthetic resin, medicine, agricultural chemical, etc.

公开(公告)号：JPH02142744A

公开(公告)日：1990-05-31

申请号：JP29782888

申请日：1988-11-25

Applicant: MITSUI PETROCHEMICAL IND

Inventor： TANAKA MICHIO ,  ISHIBASHI MASAYASU ,  TANIGUCHI KATSUO

IPC: B01J27/232 ,  C07B61/00 ,  C07C37/08 ,  C07C37/72 ,  C07C39/14

Abstract: PURPOSE:To produce the subject compound with excellent productivity by oxidizing diisopropylnaphthalene with O2, separating the resultant diisopropylnaphtahlene monohydropheroxide from the starting raw material using a lower aliphatic alcohol and decomposing the separated compound with an acid. CONSTITUTION:Diisopropylnaphthalene is oxidized with molecular oxygen to provide diisopropylnaphthalene monohydroperoxide, which is then decomposed with an acid to afford isopropylnaphthol. In the process, the diisopropylnaphthalene monohydroperoxide is separated from the unreacted diisopropylnaphthalene which is the starting material using a 1-4C lower aliphatic alcohol and then used for the next step. The amount of the unreacted diisopropylnaphthalene carried into the acid decomposition step after the oxidization step can be reduced and the scale of the acid decomposition step can be reduced by the above-mentioned method. Thereby, productivity is improved and the method is industrially advantageous with high purity and selectivity. The resultant compound is useful as a raw material for synthetic resins fibers, medicines, agricultural chemicals, dyes, etc.

公开(公告)号：JPH01226841A

公开(公告)日：1989-09-11

申请号：JP5137488

申请日：1988-03-04

Applicant: MITSUI PETROCHEMICAL IND

Inventor： KURANO YOSHITO ,  TANAKA MICHIO ,  TANIGUCHI KATSUO

IPC: C07C37/84 ,  C07C27/00 ,  C07C39/15 ,  C07C67/00

Abstract: PURPOSE:To obtain the title compound of high purity and excellent color phase through simplified crystallization operation in a shortened time, by dissolving crude p,p'-biphenol in a mixed solvent of a ketone containing a specific amount of water and cooling the solution of effect crystallization. CONSTITUTION:Crude p,p'-biphenol containing impurities is dissolved at a temperature near the room one in a mixed solvent comprising 100pts.wt. of at least one organic solvent selected from aliphatic lower ketones such as acetone and alcohols such as methanol and 3-150pts.wt. of water, when needed, the solution is treated with activated carbon at room temperature. The resultant solution, when needed, a part of the solvent is evaporated off, before cooling, is cooled down to 0-20 deg.C for 40-90min to crystallize out. The amount of the mixed solvent is preferably 3-20pts.wt. per 1pt.wt. of the biphenol.

公开(公告)号：JPH01121230A

公开(公告)日：1989-05-12

申请号：JP27810287

申请日：1987-11-02

Applicant: MITSUI PETROCHEMICAL IND

Inventor： TANAKA MICHIO ,  KURANO YOSHITO ,  TANIGUCHI KATSUO

IPC: B01J23/04 ,  B01J27/02 ,  C07B61/00 ,  C07C27/00 ,  C07C37/07 ,  C07C37/11 ,  C07C37/50 ,  C07C39/15 ,  C07C67/00

Abstract: PURPOSE:To produce the title substance by allowing 2,6-di-t-butylphenol to contact with oxygen in the presence of a an alkali catalyst, then dealkylating the 3,3',5,5'-tetra-t-butyl-4,4'-dihydroxybiphenyl. CONSTITUTION:The oxidative coupling reaction of a compound of formula I (R is t-butyl) is carried out by allowing the compound to contact with oxygen in the presence of an alkali catalyst, preferably potassium hydroxide, at 150-230 deg.C at 0.5-5hr, Then, an inert gas is introduced into the reaction system to proceed the redox reactions between the a compound of formula III, a by- product, and the unreacting compound of formula II in the absence of oxygen. Then, an acid is added to the reaction system to neutralize the alkali catalyst, simultaneously make the system acidify, and the resultant compound of formula III is dealkylated by heating at 180-250 deg.C for 2-6hr to give the compound of formula IV. According to the process of this invention, the subject compound can be obtained in high yield through simplified processes.

公开(公告)号：JPH01102047A

公开(公告)日：1989-04-19

申请号：JP26122787

申请日：1987-10-16

Applicant: MITSUI PETROCHEMICAL IND

Inventor： TANAKA MICHIO ,  FUJIMOTO TADAAKI ,  MIZUNO KENICHI

IPC: C07C213/10 ,  C07C67/00 ,  C07C213/00 ,  C07C215/76

Abstract: PURPOSE:To improve purity of m-aminophenol, by distilling m-aminophenol containing m-phenylenediamine as impurities in the presence of tetraethylene glycol in production of the titled compound by purification of the above- mentioned m-aminophenol. CONSTITUTION:m-Aminophenol containing m-phenylenediamine as impurities is distilled in the presence of tetraethyleneglycol to provide the aimed compound from the residual liquid. The tetraethyleneglycol is normally used at an amount of 1-15pts.wt., preferably 2-10pts.wt. based on 1pt.wt. material to be distilled. The above-mentioned distillation is e.g. carried out by continuous distillation or batch distillation using a distillation column such as Sulzer pack distillation column. Theoretical plate number of the distillation is 20-100, preferably 40-70. The pressure at the column top is 2-60mmHg, preferably 5-30mmHg.

公开(公告)号：JPS6483034A

公开(公告)日：1989-03-28

申请号：JP23823087

申请日：1987-09-22

Applicant: MITSUI PETROCHEMICAL IND

Inventor： TANAKA MICHIO ,  KURANO YOSHITO ,  TANIGUCHI KATSUO

IPC: C07C37/50 ,  B01J27/02 ,  C07B61/00 ,  C07C27/00 ,  C07C39/15 ,  C07C67/00

Abstract: PURPOSE:To obtain the titled high-purity compound and to recover isobutene in high yield, by dealkylating 3,3',5,5'-tetratertiary butyl-4,4-dihydroxybiphenyl in the presence of an acid catalyst by using sulfolane as a solvent. CONSTITUTION:In obtaining p,p'-biphenol by dealkylating 3,3',5,5'-tetratertiary butyl-4,4'-dihydroxybiphenyl, the dealkylation is carried out by using sulfolane as a solvent and an acid such as sulfuric acid or a sulfonic acid as a catalyst to give high-purity p,p'-biphenol. Furthermore, recovered amount of isobutene can be raised and further the solvent can be reused. p,p'-Biphenol is useful as an antioxidant for fats and oils, a raw material for synthetic polymers such as polyester or polycarbonate, an intermediate for drugs and agricultural chemicals and an agent for photography. The sulfolane solvent prevents the reaction product from attaching itself to the wall of a reactor.

公开(公告)号：JPS60215654A

公开(公告)日：1985-10-29

申请号：JP6913084

申请日：1984-04-09

Applicant: MITSUI PETROCHEMICAL IND

Inventor： TANAKA MICHIO ,  TANIGUCHI KATSUO ,  SAEKI KENJI

IPC: C07B61/00 ,  B01J23/00 ,  B01J23/28 ,  B01J23/64 ,  B01J23/652 ,  B01J23/88 ,  B01J29/00 ,  B01J29/16 ,  C07C67/00 ,  C07C209/00 ,  C07C209/18 ,  C07C211/51 ,  C07C211/55 ,  C07C213/00 ,  C07C213/02 ,  C07C215/76

Abstract: PURPOSE:To obtain an aminophenol useful as a medicine, agricultural chemical, etc. in high yield, by reacting a dihydric phenol with ammonia or a primary or secondary amine in the presence of a novel compound metal oxide containing molybdenum as a catalyst. CONSTITUTION:A dihydric phenol, e.g. resorcinol, is aminated with ammonia or a primary or secondary amine in the presence of a compound metal oxide, obtained by reacting a molybdenum compound selected from salts of molybdic acids, molybdic acids and molybdenum oxide with a metal compound selected from oxides, hydroxides and salts of metals other than molybdenum under heating at a high temperature as a catalyst to give an aminophenol. The use of the above-mentioned catalyst provides the aminophenol in high selectivity, and the catalyst can be easily separated and recovered after completing the reaction.