公开(公告)号：EP0288582A4

公开(公告)日：1989-06-21

申请号：EP87907350

申请日：1987-11-10

Applicant: MITSUI PETROCHEMICAL IND

Inventor： TANIGUCHI KATSUO ,  TANAKA MICHIO ,  TAKAHATA KAZUNORI ,  SAKAMOTO NAOYA ,  TAKAI TOSHIHIRO ,  KURANO YOSHITO ,  ISHIBASHI MASAYASU

IPC: B01J29/18 ,  B01J29/00 ,  C07B61/00 ,  C07C1/00 ,  C07C2/66 ,  C07C2/86 ,  C07C15/00 ,  C07C15/02 ,  C07C15/14 ,  C07C15/16 ,  C07C15/24 ,  C07C37/08 ,  C07C39/15 ,  C07C43/263 ,  C07C67/00 ,  C07C67/08

CPC classification number: C07C39/15 ,  C07C2/66 ,  C07C2/861 ,  C07C2/864 ,  C07C2529/18 ,  C07C15/00

Abstract: A process for producing alkyl group-substituted aromatic hydrocarbons, which comprises reacting an aromatic hydrocarbon (i) with an alkylating agent (ii) selected from the group consisting of an olefin, an aliphatic lower alcohol, and a alkyl halide in the presence of a mordenite zeolite catalyst treated with a fluorine-containing compound. This process enables raising the conversion of the aromatic compound and introducing a specific number of alkyl groups into specific positions of the aromatic compound. When biphenyl and propylene are used as the aromatic hydrocarbon and the alkylating agent, respectively, p,p'-diisopropylbiphenyl can be obtained in a high yield and a high selectivity.

公开(公告)号：EP0287675A4

公开(公告)日：1989-02-07

申请号：EP87906761

申请日：1987-10-14

Applicant: MITSUI PETROCHEMICAL IND

Inventor： TANAKA MICHIO ,  KURANO YOSHITO ,  TANIGUCHI KATSUO

IPC: C07B61/00 ,  B01J23/02 ,  B01J31/00 ,  C07C27/00 ,  C07C37/11 ,  C07C39/15 ,  C07C41/00 ,  C07C43/295 ,  C07C67/00

CPC classification number: C07C37/11 ,  C07C37/07 ,  C07C39/15

公开(公告)号：CA1334978C

公开(公告)日：1995-03-28

申请号：CA577983

申请日：1988-09-21

Applicant: MITSUI PETROCHEMICAL IND

Inventor： TANAKA MICHIO ,  KURANO YOSHITO ,  TANIGUCHI KATSUO ,  ISHIBASHI MASAYASU

IPC: C07C37/07 ,  C07C37/50 ,  C07C39/15

Abstract: A process is disclosed which is capable of producing p,p'-biphenol of high purity by the dealkylation reaction of 3,3',5,5'-tetra-t-butyl-4,4'-dihydroxybiphenyl and which yet allows isobutene to be recovered in high yield. The process performs the dealkylation reaction of 3,3',5,5'-tetra-t-butyl-4,4'-dihydroxybiphenyl in the presence of an acid catalyst using as a solvent a saturated hydrocarbon having a boiling point of 190.degree.C or above,an alicyclic hydrocarbon having a boiling point of 190.degree.C or above, a hydrocarbon with an iodine value of no more than 1, sulfolane, or a mixture of these solvents. Also disclosed is a process for producing p,p'-biphenol from a mixture of 2,6-di-t-butyl-phenol and 3,3',5,5'tetra-t-butyl-4,4'-diphenoquinone or from a mixture of 2,6-di-t-butylphenol, 3,3',5,5'-tetra-t-butyl-4,4'-diphenoquinone and 3,3',5,5'-tetra-t-butyl-4,4'-dihydroxybiphenyl. In this process, the synthesis of 3,3',5,5'-tetra-t-butyl-4,4'-dihydroxybiphenyl by the redox reaction between 2,6-di-t-butylphenol and 3,3',5,5'tetra-t-butyl-4,4'-diphenoquinone and the production of p,p'-biphenol by the dealkylation reaction of 3,3',5,5'tetra-t-butyl-4,4'-dihydroxybiphenyl are performed at one stage in the presence of both an acid catalyst and a solvent at a temperature of 120 - 280.degree.C.

公开(公告)号：CA2066976A1

公开(公告)日：1992-10-26

申请号：CA2066976

申请日：1992-04-24

Applicant: MITSUI PETROCHEMICAL IND

Inventor： KONDO MASAHIRO ,  TANAKA MICHIO ,  SAKAMOTO NAOYA ,  OOYOSHI HAJIME

IPC: C07C227/42 ,  C07C227/02 ,  C07C227/10 ,  C07C229/52 ,  C07C227/18

Abstract: An improvement in a method of producing a keto acid having the general formula of (see formula I) wherein R1 and R2 independently represent an alkyl of 1-6 carbons or a cycloalkyl of 4-8 carbons, in an organic solvent, which comprises reacting a m-aminophenol having the general formula of (see formula II) wherein R1 and R2 are the same as above, with phthalic anhydride, the improvement comprising depositing the resultant keto acid in the solvent while effecting the reaction in a slurry.

公开(公告)号：AT80138T

公开(公告)日：1992-09-15

申请号：AT87907350

申请日：1987-11-10

Applicant: MITSUI PETROCHEMICAL IND

Inventor： TANIGUCHI KATSUO ,  TANAKA MICHIO ,  TAKAHATA KAZUNORI ,  SAKAMOTO NAOYA ,  TAKAI TOSHIHIRO ,  KURANO YOSHITO ,  ISHIBASHI MASAYASU

IPC: B01J29/18 ,  B01J29/00 ,  C07B61/00 ,  C07C1/00 ,  C07C2/66 ,  C07C2/86 ,  C07C15/00 ,  C07C15/02 ,  C07C15/14 ,  C07C15/16 ,  C07C15/24 ,  C07C37/08 ,  C07C39/15 ,  C07C43/263 ,  C07C67/00 ,  C07C67/08

Abstract: This improved process for producing alkyl group-substd. aromatic hydrocarbons comprises reacting an aromatic hydrocarbon (1) with an alkylating agent (2) in the presence of a mordenite zeolite catalyst treated with a fluorine-contg. cpd. The alkylating agent (2) is selected from olefins, aliphatic lower alcohols, and alkyl halides (pref. propylene). The pref. aromatic hydrocarbon (1) is biphenyl, dibiphenyl or naphthalene. The typical product is p,p'-diisopropylbiphenyl. The fluorine-contg. cpds. can be hydrogen fluoride, ammonium fluoride, CF3Cl, SF6. As an example, 4,4'-dihydroxybiphenyl is produced by the acid-decomposition of 4,4'-diisopropyl biphenyldihydroperoxide which is obtd. by oxidising 4,4'-diisopropylbiphenyl with oxygen molecules. The above 4,4'-diisopropylbiphenyl is reacted with acylising agent to obtain 4,4'-diacyloxybiphenyl.

公开(公告)号：AT126191T

公开(公告)日：1995-08-15

申请号：AT88308762

申请日：1988-09-21

Applicant: MITSUI PETROCHEMICAL IND

Inventor： TANAKA MICHIO ,  KURANO YOSHITO ,  TANIGUCHI KATSUO ,  ISHIBASHI MASAYASU

IPC: C07C37/07 ,  C07C37/50 ,  C07C39/15

Abstract: A process for producing p,p'-biphenyl by the dealkylation reaction of 3,3',5,5'-tetra-t-butyl-4,4'-dihydroxybiphenyl, said reaction being carried out in the presence of an acid catalyst using as solvent a saturated hydrocarbon having a boiling point of 190 DEG C or above, an alicyclic hydrocarbon having a boiling point of 190 DEG C or above, a hydrocarbon with an iodine value of no more than 1, sulfolane, or a mixture of these solvents.

公开(公告)号：CA2003780A1

公开(公告)日：1990-05-25

申请号：CA2003780

申请日：1989-11-24

Applicant: MITSUI PETROCHEMICAL IND

Inventor： TANAKA MICHIO ,  ISHIBASHI MASAYASU ,  TANIGUCHI KATSUO

IPC: C07C37/08 ,  C07C37/84 ,  C07C39/14 ,  C07C409/12

Abstract: A process of producing isopropylnaphthols by oxidizing diisopropylnaphthalenes with molecular oxygen in a liquid phase to provide a reaction mixture which contains therein diisopropylnaphthalene monohydroperoxides and then acid decomposing the monohydroperoxides to isopropyl-naphthols, is characterised by separating an organic layer from the reaction mixture, adding a aliphatic alcohol of 1-4 carbons to the organic layer, and crystallizing the diisopropylnaphthalenes while allowing the diisopropylnaphthalene monohydroperoxides to remain dissolved in the organic layer thereby to separate the monohydroperoxides from the diisopropylnaphthalenes. In a further embodiment the isopropylnaphthols are crystallised from aromatic hydrocarbons of 6-12 carbon atoms.

公开(公告)号：DE3854291D1

公开(公告)日：1995-09-14

申请号：DE3854291

申请日：1988-09-21

Applicant: MITSUI PETROCHEMICAL IND

Inventor： TANAKA MICHIO ,  KURANO YOSHITO ,  TANIGUCHI KATSUO ,  ISHIBASHI MASAYASU

IPC: C07C37/07 ,  C07C37/50 ,  C07C39/15

Abstract: A process for producing p,p'-biphenyl by the dealkylation reaction of 3,3',5,5'-tetra-t-butyl-4,4'-dihydroxybiphenyl, said reaction being carried out in the presence of an acid catalyst using as solvent a saturated hydrocarbon having a boiling point of 190 DEG C or above, an alicyclic hydrocarbon having a boiling point of 190 DEG C or above, a hydrocarbon with an iodine value of no more than 1, sulfolane, or a mixture of these solvents.

公开(公告)号：DE3781547D1

公开(公告)日：1992-10-08

申请号：DE3781547

申请日：1987-11-10

Applicant: MITSUI PETROCHEMICAL IND

Inventor： TANIGUCHI KATSUO ,  TANAKA MICHIO ,  TAKAHATA KAZUNORI ,  SAKAMOTO NAOYA ,  TAKAI TOSHIHIRO ,  KURANO YOSHITO ,  ISHIBASHI MASAYASU

IPC: B01J29/18 ,  B01J29/00 ,  C07B61/00 ,  C07C1/00 ,  C07C2/66 ,  C07C2/86 ,  C07C15/00 ,  C07C15/02 ,  C07C15/14 ,  C07C15/16 ,  C07C15/24 ,  C07C37/08 ,  C07C39/15 ,  C07C43/263 ,  C07C67/00 ,  C07C67/08

Abstract: This improved process for producing alkyl group-substd. aromatic hydrocarbons comprises reacting an aromatic hydrocarbon (1) with an alkylating agent (2) in the presence of a mordenite zeolite catalyst treated with a fluorine-contg. cpd. The alkylating agent (2) is selected from olefins, aliphatic lower alcohols, and alkyl halides (pref. propylene). The pref. aromatic hydrocarbon (1) is biphenyl, dibiphenyl or naphthalene. The typical product is p,p'-diisopropylbiphenyl. The fluorine-contg. cpds. can be hydrogen fluoride, ammonium fluoride, CF3Cl, SF6. As an example, 4,4'-dihydroxybiphenyl is produced by the acid-decomposition of 4,4'-diisopropyl biphenyldihydroperoxide which is obtd. by oxidising 4,4'-diisopropylbiphenyl with oxygen molecules. The above 4,4'-diisopropylbiphenyl is reacted with acylising agent to obtain 4,4'-diacyloxybiphenyl.

公开(公告)号：AT71076T

公开(公告)日：1992-01-15

申请号：AT87906761

申请日：1987-10-14

Applicant: MITSUI PETROCHEMICAL IND

Inventor： TANAKA MICHIO ,  KURANO YOSHITO ,  TANIGUCHI KATSUO

IPC: C07B61/00 ,  B01J23/02 ,  B01J31/00 ,  C07C27/00 ,  C07C37/11 ,  C07C39/15 ,  C07C41/00 ,  C07C43/295 ,  C07C67/00

Abstract: Biphenols are prepd. by oxidative coupling of the corresp. phenol in the presence of diphenoquinone produced as by-prod. in the same reaction, or of a mother liquor from the reaction which contains the diphenoquinone. Pref. the oxidative coupling is carried out using oxygen. Specifically claimed is the conversion of 2,6-di-tert-butylphenol to 3,3',5,5'-tetra-tert -butyl-1,1'-biphenyl-4,4'-diol.