公开(公告)号：JPH06166651A

公开(公告)日：1994-06-14

申请号：JP32182392

申请日：1992-12-01

Applicant: MITSUI PETROCHEMICAL IND

Inventor： MUKOYAMA MITSUAKI ,  YOROZU KIYOTAKA ,  TAKAI TOSHIHIRO ,  YAMADA TORU

IPC: B01J31/32 ,  B01J31/28 ,  C07B61/00 ,  C07C45/37 ,  C07C49/17 ,  C07C49/713 ,  C07C49/82 ,  C07C67/00 ,  C07C69/732 ,  C07D301/06 ,  C07D303/04 ,  C07D303/14 ,  C07D303/16 ,  C07D303/32 ,  C07F7/18

Abstract: PURPOSE:To obtain the subject compound under mild condition in high yield by reacting a compound having double bond with an oxygencontaining gas in the presence of a transition metal compound and an metal compound. CONSTITUTION:An epoxy-containing compound of formula IV or alphahydroxycarbonyl compound of formula V or formula VI can be produced by reacting a compound having double bond, e.g. an olefin of formula II (R and R are H, alkyl or aryl; R and R are H, alkyl, alkenyl, aryl, etc.) or an enolate of formula III (R and R are H, alkyl or aryl; R is H, alkyl, alkoxy, etc.; R to R are alkyl or aryl) with an oxygen-containing gas at 10-180 deg.C (preferably 30-150 deg.C) in the presence of a compound containing transition metal (preferably a compound containing Co, Mn or Fe) and a compound of formula I (R and R are H, OH, alkoxy, siloxy, alkyl, etc.; R and R are H, alkyl, aryl, silyl, etc.).

公开(公告)号：JPH04221391A

公开(公告)日：1992-08-11

申请号：JP8672791

申请日：1991-04-18

Applicant: MITSUI PETROCHEMICAL IND

Inventor： MUKOYAMA MITSUAKI ,  TAKAI TOSHIHIRO ,  YAMADA TORU ,  HATA EIICHIRO

IPC: B01J31/22 ,  C07D301/04 ,  C07D303/04 ,  C07D303/06 ,  C07F15/02

Abstract: PURPOSE:To produce a compound containing epoxy group by a new kind of reaction performed in the presence of a specific iron compound and an aldehyde compound and to provide an iron compound suitable for the above reaction. CONSTITUTION:A compound containing epoxy group is produced by a process including a reaction of a compound containing a double bond with an oxygen- containing gas in the presence of an iron compound having a specific structure and an aldehyde compound. The subject new iron compound is suitable for the above reaction process.

公开(公告)号：JPH0390041A

公开(公告)日：1991-04-16

申请号：JP22405889

申请日：1989-08-30

Applicant: MITSUI PETROCHEMICAL IND

Inventor： MUKOYAMA MITSUAKI ,  TAKAI TOSHIHIRO ,  YAMADA TORU

IPC: C07D303/04 ,  B01J31/22 ,  C07B41/06 ,  C07B61/00 ,  C07C27/12 ,  C07C47/54 ,  C07C47/542 ,  C07C47/55 ,  C07D301/06

Abstract: PURPOSE:To obtain the subject substance by reacting a styrene derivative with oxygen in the presence of a primary and/or secondary alcohol using a specific vanadium compound as a catalyst and preferably further in the presence of synthetic zeolite. CONSTITUTION:A compound (e.g. styrene) expressed by formula I (R is lower alkyl, aryl or H; R is alkyl, halogen or H) is reacted with oxygen in the presence of a >=2C primary and/or secondary alcohol(e.g. ethanol) at 40-90 deg.C using a compound expressed by formula II (R and R are lower alkyl, aryl or alkoxycarbonyl; R is lower alkyl, alkenyl, aryl, H, halogen, etc.; R R together may form a ring) as a catalyst to afford the subject substance (e.g. styrene oxide). The reaction is carried out in the presence of synthetic zeolite (preferably molecular sieve) to further enhance the yield of the objective substance.

公开(公告)号：JPH02256631A

公开(公告)日：1990-10-17

申请号：JP30276789

申请日：1989-11-21

Applicant: MITSUI PETROCHEMICAL IND

Inventor： MUKOYAMA MITSUAKI ,  ISAYAMA SHIGERU ,  KATOU KOUJI ,  INOKI SATORU ,  YAMADA TORU ,  TAKAI TOSHIHIRO

IPC: C07C69/025 ,  C07C27/12 ,  C07C31/02 ,  C07C33/20 ,  C07C35/02 ,  C07C45/65 ,  C07C49/17 ,  C07C49/82 ,  C07C255/12 ,  C07C255/13 ,  C07C255/17 ,  C07C255/18 ,  C07C255/31 ,  C07F7/18

Abstract: PURPOSE:To produce olefins and/or silyl peroxide in high efficiency by reacting a silane derivative and a chain olefin with an O2-containing gas in the presence of a cobalt complex of a beta-dicarbonyl compound. CONSTITUTION:A silyl peroxide of formula V and/or a hydroxyl-containing compound of formula VI is produced by contacting a silane derivative of formu la III (R to R are H, alkyl, aryl, alkoxy, etc.) (e.g. triethylsilane) and a chain olefin of formula IV (R to R are H, alkyl, alkenyl, carbamoyl, etc.) (e.g. 4-phenyl-1-butene) with an oxygen-containing gas in the presence of a cobalt complex of a beta-dicarbonyl compound of formula I (R , R , R and R are H, alkyl, cycloalkyl, aryl, CF3, etc.; R and R are alkyl, aryl or cycloalkyl) (e.g. the compound of formula II). The objective compound can be produced in high yield and safety by the above one-step process.

公开(公告)号：JPH02169547A

公开(公告)日：1990-06-29

申请号：JP32458288

申请日：1988-12-22

Applicant: MITSUI PETROCHEMICAL IND

Inventor： MUKOYAMA MITSUAKI ,  ISAYAMA SHIGERU ,  KATOU KOUJI ,  INOKI SATORU ,  YAMADA TORU ,  TAKAI TOSHIHIRO

IPC: B01J31/22 ,  C07B61/00 ,  C07C29/03 ,  C07C69/738 ,  C07F15/06

Abstract: NEW MATERIAL:A cobalt complex of a beta-dicarbonyl compound expressed by the formula (R and R are lower alkyl or aryl; R and R are H, lower alkyl or aryl; R and R are lower alkyl or cycloalkyl). EXAMPLE:Bis(1-ethoxycarbonyl-1,3-butandionato)cobalt(II). USE:A catalyst for converting olefinic hydrocarbons into hydroxyl group- containing compounds at a high conversion rate without decomposing functional groups even if the raw material compounds have the functional groups. PREPARATION:An aqueous solution of sodium hydroxide is dripped into a solution of the corresponding dicarbonyl compound dispersed or dissolved in an alcohol and a cobalt compound is then added to the above-mentioned solution to afford the compound expressed by the formula.

公开(公告)号：JPH02145536A

公开(公告)日：1990-06-05

申请号：JP30035588

申请日：1988-11-28

Applicant: MITSUI PETROCHEMICAL IND

Inventor： MUKOYAMA MITSUAKI ,  ISAYAMA SHIGERU ,  KATOU KOUJI ,  INOKI SATORU ,  YAMADA TORU ,  TAKAI TOSHIHIRO

IPC: B01J31/22 ,  C07C27/12 ,  C07C29/128 ,  C07C49/12 ,  C07C49/173 ,  C07C49/313 ,  C07C49/323 ,  C07C49/76 ,  C07C49/80 ,  C07C49/807 ,  C07C49/84 ,  C07F15/06

Abstract: NEW MATERIAL:A beta-dicarbonyl compound cobalt complex of formula I [R , R , R and R are H, 1-10C alkyl (which may be combined with each other to form a ring) or a group of formula II (R is lower alkyl, lower alkoxy, halogen or CF3; n is an integer of 0-5); R and R are H, lower alkyl, aryl or halogen] (but excludes compounds of formulas III-V, etc.). EXAMPLE:Bis(1-pentafluorophenyl-1,3-butanedionato)cobalt (II). USE:Useful as a catalyst such as an oxidation catalyst for olefins, aromatic compounds or silane compounds wherein a hydrocarbon compound and/or a paraffinic hydrocarbon compound having a hydroxyl group can be prepared in an arbitrary ratio. PREPARATION:A compound of formula VI is reacted with a cobalt compound such as cobalt chloride to prepare a compound of formula VII among the compound of formula I.

公开(公告)号：JPH02145530A

公开(公告)日：1990-06-05

申请号：JP30035688

申请日：1988-11-28

Applicant: MITSUI PETROCHEMICAL IND

Inventor： MUKOYAMA MITSUAKI ,  ISAYAMA SHIGERU ,  KATOU KOUJI ,  INOKI SATORU ,  YAMADA TORU ,  TAKAI TOSHIHIRO

IPC: B01J31/22 ,  C07B61/00 ,  C07C5/03 ,  C07C9/02 ,  C07C9/15 ,  C07C9/22 ,  C07C29/03 ,  C07C31/02

Abstract: PURPOSE:To obtain the title compound in high conversion by bringing an olefin based hydrocarbon compound into contact with an oxygen-containing gas in the presence of a cobalt complex of beta-dicarbonyl compound together with secondary alcohol. CONSTITUTION:An olefin based hydrocarbon compound is brought into contact with an oxygen-containing gas using a compound expressed by formula I [R , R , R and R are H, 1-10C alkyl or formula II (R is alkyl, alkoxy, halogen or CF3; n is 0-5); R and R are R, alkyl, aryl or halogen], e.g. bis(1- pentafluorophenyl-1,3-butanedionato)cobalt as a catalyst in the presence of a secondary alcohol, preferably at 20-100 deg.C for 1-20hr to provide the aimed compound. Even if a raw material compound has a functional group, the functional group is free from decomposition and constitutional ratio of both compounds in reaction product can be controlled by properly choosing reaction temperature, reaction time and amount of secondary alcohol used.

公开(公告)号：JPH02121944A

公开(公告)日：1990-05-09

申请号：JP27245088

申请日：1988-10-28

Applicant: MITSUI PETROCHEMICAL IND

Inventor： MUKOYAMA MITSUAKI ,  ISAYAMA SHIGERU ,  KATOU KOUJI ,  INOKI SATORU ,  YAMADA TORU ,  TAKAI TOSHIHIRO

IPC: B01J31/22 ,  C07B61/00 ,  C07C45/34 ,  C07C49/04 ,  C07C49/175 ,  C07C49/213 ,  C07C49/233 ,  C07C49/255 ,  C07C49/303 ,  C07C49/327 ,  C07C49/35 ,  C07C67/29 ,  C07C69/716 ,  C07C69/78 ,  C07C231/12 ,  C07C233/76 ,  C07C235/72 ,  C07C319/20 ,  C07C323/22

Abstract: PURPOSE:To produce ketones in high conversion ratio by reacting an olefinic compound with an oxygen-containing gas in the presence of a secondary alcohol using a cobalt complex as a catalyst. CONSTITUTION:A compound expressed by formula II (R is alkyl, aryl, cycloalkyl, etc.; R is H, alkyl, etc.) (e.g., 4-phenyl-1-butene) is oxidized with an oxygen-containing gas in the presence of a secondary alcohol using a cobalt complex expressed by formula I (R , R , R and R are H, 1-10C alkyl, substituted aryl, lower alkoxymethyl, aryl lower alkyl, etc.; R and R are H, lower alkyl, halogen, etc., except that all the R , R , R and R are CF3 and R and R are H) [e.g., bis(2,6-dimethyl-3,5-heptanedionato)cobalt(II)] to afford ketones expressed by formulas III and/IV (e.g., 4-phenyl-2-butanone).

公开(公告)号：JPH01287043A

公开(公告)日：1989-11-17

申请号：JP11567288

申请日：1988-05-12

Applicant: MITSUI PETROCHEMICAL IND

Inventor： MUKOYAMA MITSUAKI ,  ISAYAMA SHIGERU ,  KATOU KOUJI ,  INOKI SATORU ,  YAMADA TORU ,  TAKAI TOSHIHIRO

IPC: B01J31/22 ,  B01J31/02 ,  C07B61/00 ,  C07C1/00 ,  C07C5/52 ,  C07C9/00 ,  C07C13/00 ,  C07C15/00 ,  C07C15/02 ,  C07C27/00 ,  C07C29/04 ,  C07C31/125 ,  C07C31/133 ,  C07C31/135 ,  C07C33/20 ,  C07C67/00

Abstract: PURPOSE:To obtain the title substance in high conversion ratio and efficiently, by reacting an olefin with an oxygen-containing gas in the presence of a cobalt complex catalyst, a promoter comprising an N-containing heterocyclic compound and further a secondary alcohol. CONSTITUTION:A compound shown by formula I (R is alkyl, aryl, cycloalkyl, etc.; R -R are H, alkyl, aryl, etc.) is reacted with an oxygen-containing gas in the presence of a catalyst shown by formula II (R , R , R and R are H, lower alkyl or aryl; R and R are H, lower alkyl or -COOR ; R is H or lower alkyl), a promoter comprising an N-containing heterocyclic compound and further a secondary alcohol at 70-80 deg.C to give a compound shown by formula III or IV (R or R is OH). 2,6-Dimethylpyridine, 1-methylpyrrole, etc., may be preferably cited as the promoter and the aimed substance is obtained from these compounds in high conversion ratio.

公开(公告)号：JPH01279851A

公开(公告)日：1989-11-10

申请号：JP10701788

申请日：1988-04-28

Applicant: MITSUI PETROCHEMICAL IND

Inventor： MUKOYAMA MITSUAKI ,  ISAYAMA SHIGERU ,  KATOU KOUJI ,  INOKI SATORU ,  YAMADA TORU ,  TAKAI TOSHIHIRO

IPC: C07C231/12 ,  B01J31/22 ,  C07B61/00 ,  C07C1/00 ,  C07C5/48 ,  C07C9/00 ,  C07C13/00 ,  C07C15/00 ,  C07C27/00 ,  C07C29/04 ,  C07C31/125 ,  C07C33/20 ,  C07C33/24 ,  C07C67/00 ,  C07C69/78 ,  C07C231/00 ,  C07C233/11 ,  C07C233/65 ,  C07C233/69 ,  C07C233/76

Abstract: PURPOSE:To obtain a paraffinic hydrocarbon and/or a hydrocarbon compound having OH group in high conversion and selectivity by reacting olefins with an oxygen-containing gas in the presence of a secondary alcohol using a Co complex as a catalyst. CONSTITUTION:The compound of formula III and/or IV (either one of R and R is OH and the other is H) can be produced by reacting a compound of formula I (R is alkyl, aryl, cycloalkyl, etc.; R -R are H, alkyl, aryl, etc.) with an oxygen-containing gas using a compound of formula II [R , R , R and R are H, lower alkyl or aryl; R and R are H, lower alkyl or COOR (R is H or alkyl)] as a catalyst in the presence of a secondary alcohol (e.g. isopropyl alcohol) under an oxygen pressure of 0.2-1.0kg/cm . The Co complex used as the catalyst can be synthesized e.g. from CoCl2 and a diketone by desalting process.