公开(公告)号：JPH0311052A

公开(公告)日：1991-01-18

申请号：JP14105489

申请日：1989-06-05

Applicant: TOSOH CORP

Inventor： SAKKA HIDEO ,  EGUCHI HISAO ,  KUBO MASAJI

IPC: C07C315/04 ,  C07C317/22

Abstract: PURPOSE:To prepare the subject compound useful as a flame retardant for polyolefins, etc., or as an intermediate thereof in high purity and yield by allyl- etherizing TBS with allyl chloride in the presence of an alkali in a solvent under a specific condition. CONSTITUTION:Bis(4-hydroxy-3,5-dibromophenyl)sulfone (hereinafter referred to as TBS) is allylated with allyl chloride in the presence of an alkali (e.g. NaOH) to provide the objective compound. In the reaction, an aqueous solution homogeneously mixed with an organic solvent such as water-soluble isopropyl alcohol or dioxane in a concentration range of 25-60vol.%, preferably 30-40vol.%, is used as the reaction solvent and the solvent is heated to approximate refluxing temperature thereof. The allyl chloride and the alkali are used in amounts of >=2moles and >=2moles, respectively, per mole of the TBS.

公开(公告)号：JPH0311051A

公开(公告)日：1991-01-18

申请号：JP14105389

申请日：1989-06-05

Applicant: TOSOH CORP

Inventor： SAKKA HIDEO ,  EGUCHI HISAO ,  KUBO MASAJI

IPC: C07C315/04 ,  C07C317/22

Abstract: PURPOSE:To prepare a compound useful as a flame retardant for polyolefin resins, etc., or as an intermediate thereof in high purity and yield by allyl- etherizing TBS with allyl bromide in the presence of an alkali. CONSTITUTION:Bis(4-hydroxy-3,5-dibromophenyl)sulfone (hereinafter referred to as TBS) is allyl-etherized with allyl bromide in the presence of an alkali (e.g. NaOH) in a solvent such as water-isopropyl alcohol at 60-70 deg.C to provide the objective compound. The allyl bromide as an allylation agent is dropped at a dropping rate of =2moles, preferably 2-3 moles, per mole of the TBS.

公开(公告)号：JPH02145568A

公开(公告)日：1990-06-05

申请号：JP29967988

申请日：1988-11-29

Applicant: TOSOH CORP

Inventor： MATSUBA TAKAO ,  KUBO MASAJI ,  KAWABATA MITSUTOKI

IPC: C07D209/48

Abstract: PURPOSE:To obtain the subject compound useful as a flame-retardant for polymeric compounds, etc., in high yield by reacting a phthalic anhydride compound with a diamine compound in a solvent consisting of a mixture of an aprotic polar solvent and a hydrocarbon solvent at a specific mixing ratio. CONSTITUTION:The objective compound is produced by reacting (A) a phthalic anhydride compound with (B) a diamine compound in (C) a solvent consisting of a mixture of (i) an aprotic polar solvent (e.g., N,N-dimethylformamide, N- methyl-2-pyrrolidone or sulfolane) and (ii) a hydrocarbon solvent forming an azeotropic mixture with water (e. g., benzene, toluene or chlorobenzene) at a mixing volume ratio (i:ii) of 3:97-30:70 (preferably 5:95-15:85) e.g., at 100-250 deg.C (preferably 120-170 deg.C) for usually 0.2-10hr (preferably about 0.5-7hr) while removing formed water from the system by azeotropic distillation.

公开(公告)号：JPH0296543A

公开(公告)日：1990-04-09

申请号：JP24423388

申请日：1988-09-30

Applicant: TOSOH CORP

Inventor： OGAWA TSUKASA ,  KUBO MASAJI ,  YOSHIMITSU MITSUAKI

IPC: C07C37/055 ,  C07C39/15

Abstract: PURPOSE:To obtain the subject substance in high selectivity, purity and yield by reacting a 4,4'-dialkoxybiphenyl with a hydrogen halide in an aliphatic carboxylic acid solvent containing a prescribed amount of water and carrying out dealkylation. CONSTITUTION:A compound expressed by the formula [R and R' are 1-15C aliphatic hydrocarbon group] is reacted with a compound expressed by the formula HX (X is Cl, Br or I) in an aliphatic carboxylic acid solvent (preferably acetic or propionic acid) containing 1-50wt.% water at 50-200 deg.C for 0.5-50hr to afford the subject substance. The concentration of the compound expressed by the formula is about 0.1-5mol/l. The subject substance is useful as a monomer for engineering plastics and also an antioxidant for high polymer materials.

公开(公告)号：JPH01153650A

公开(公告)日：1989-06-15

申请号：JP31110587

申请日：1987-12-10

Applicant: TOSOH CORP

Inventor： OKIZAKI AKIO ,  YOSHIMITSU MITSUAKI ,  KUBO MASAJI

IPC: C07C43/205 ,  B01J27/122 ,  C07B61/00 ,  C07C41/00 ,  C07C41/01 ,  C07C67/00

Abstract: PURPOSE:To obtain the title compound in high selectively and yield, by using a mixed solvent of N,N'-dimethylformamide and an alcohol in reacting 4,4'- dibromobiphenyl with a metallic alkoxide in the presence of a copper based catalyst. CONSTITUTION:4,4'-Dibromobiphenyl is reacted with a compound expressed by the formula MOR (M is alkaline metal; R is 1-15C aliphatic hydrocarbon group or aromatic hydrocarbon group which may be substituted) in the presence of a copper based catalyst to produce the title compound useful as a raw material for biphenyl-4,4'-diol (a monomer for engineering plastics or antioxidant for high polymer materials). In the process, a mixed solvent containing N,N'- dimethylformamide (DMF) and a compound expressed by the formula R'OH (R' is respective groups of the above-mentioned R) at 0.1-10:1 volume ratio of R'OH:DMF is used to suppress debromination reaction and afford the aimed compound from the raw material readily producible from biphenyl in high yield.

公开(公告)号：JPH01149767A

公开(公告)日：1989-06-12

申请号：JP30876887

申请日：1987-12-08

Applicant: TOSOH CORP

Inventor： MATSUBA TAKAO ,  KUBO MASAJI ,  KAGAWA TAKUMI ,  KOYAMA KIYOTAKA

IPC: C07D209/48 ,  C08K5/34 ,  C08K5/3412 ,  C08K5/3417 ,  C08K5/41 ,  C09K21/10

Abstract: NEW MATERIAL:A 4,4'-bis(phthalimide)diphenylsulfone derivative expressed by formula I (X is halogen; k-n is each 0-4 and k+1+m+n>1). EXAMPLE:4,4'-Bis(tetrabromophthalimide)diphenylsulfone. USE:A flame-retardant having high heat resistance and light resistance. PREPARATION:4,4'-Bis(phthalimide)diphenylsulfone obtained by (a) reacting a phthalic anhydride compound expressed by formula II with 4,4'- diaminodiphenylsulfone compound or (b) reacting phthalic anhydride with 4,4'- diaminodiphenylsulfone is halogenated to provide the compound expressed by formula I.

公开(公告)号：JPH01149753A

公开(公告)日：1989-06-12

申请号：JP30876987

申请日：1987-12-08

Applicant: TOSOH CORP

Inventor： MATSUBA TAKAO ,  KUBO MASAJI ,  KAGAWA TAKUMI ,  KOYAMA KIYOTAKA

IPC: C07C69/63 ,  C07C67/14 ,  C08K5/10 ,  C09K21/08

Abstract: NEW MATERIAL:A compound shown by formula I (X is halogen; m is 0-9; n is 0-9; m+n>1; R is 1-4C alkylene, phenylene and H contained in the groups can be replaced with halogen). EXAMPLE:Bis(octabromobiphenyl)terephthalate. USE:A flame-retardant for high polymer having high melting point, excellent weather resistance and heat resistance. PREPARATION:A phenylphenol compound shown by formula II is reacted with a dicarboxylic acid dichloride compound shown by the formula ClCO-R-COCl in a solvent such as dimethyl acetamide preferably in the presence of a base (e.g., triethylamine) at 0 deg.C- the temperature of the boiling point of the solvent to give a compound shown by formula I.

公开(公告)号：JPS63130542A

公开(公告)日：1988-06-02

申请号：JP27295986

申请日：1986-11-18

Applicant: TOSOH CORP

Inventor： OKIZAKI AKIO ,  KUBO MASAJI ,  SAKKA HIDEO

IPC: C07C17/00 ,  C07C17/12 ,  C07C25/22 ,  C07C67/00 ,  C08K5/02

Abstract: PURPOSE:To obtain the titled compound readily and in high yield while extremely suppressing occurrence of insoluble components, by simultaneously feeding acenaphthene derivative and bromine at a constant rate to a reactor precharged with a halogenated hydrocarbon and an iron catalyst and carrying out reaction. CONSTITUTION:1-50wt% solution of an acenaphthene derivative shown by formula I (n is >1; x, y and z are positive values; with the proviso that x+y+z=0 or 1) and/or a condensate thereof and >=50wt% bromine solution are simultaneously fed at a constant rate to a reactor precharged with a halogenated hydrocarbon such as CCl4, etc., and an iron catalyst such as FeCl3, etc., preferably at 0-50 deg.C and the halogenated hydrocarbon is brominated preferably at 0-50 deg.C to give the aimed compound shown by formula II (n'=n; x', y' and z' are 1-3; with the proviso that y'+z'=2-6). The aimed compound is used as an intermediate for synthesizing a polybromoacenaphthylene.

公开(公告)号：JP2002179600A

公开(公告)日：2002-06-26

申请号：JP2000379783

申请日：2000-12-08

Applicant: TOSOH CORP

Inventor： SHIMODA ATSUSHI ,  TABAKOTANI HIROSHI ,  AWANO YUTAKA ,  KUBO MASAJI

IPC: C07C29/62 ,  C07B61/00 ,  C07C29/80 ,  C07C29/86 ,  C07C31/36

Abstract: PROBLEM TO BE SOLVED: To provide a method for easily, industrially and efficiently producing high-purity 3-chloro-1-propanol free from impurities including its ether modification by selectively chlorinating 1,3-propanediol with hydrochloric acid or a hydrogen chloride gas as the hydrogen chloride source. SOLUTION: This method for producing high-purity 3-chloro-1-propanol comprises the steps of reacting a hydrogen chloride source with 1,3-propanediol at 60-100 deg.C to obtain a reaction liquid containing 3-chloro-1-propanol and then extracting and removing impurities present in the reaction liquid with a hydrophobic organic solvent.

公开(公告)号：JPH0482848A

公开(公告)日：1992-03-16

申请号：JP19504290

申请日：1990-07-25

Applicant: TOSOH CORP

Inventor： ODA YASUHIRO ,  KUBO MASAJI

IPC: B01J23/745 ,  B01J23/74 ,  C07B61/00 ,  C07C17/12 ,  C07C25/02 ,  C09K21/08

Abstract: PURPOSE:To obtain the objective compound having faint color and low impurity content in high yield by brominating alpha-and/or beta-bromoethylbenzene in the presence of iron powder at a specific temperature. CONSTITUTION:The objective alpha-and/or beta-bromoethylpolybromobenzene of formula (n is integer of 1-5) having faint color, low impurity content and excellent quality and useful as an intermediate for a nucleus-brominated styrene, especially mono-to tribromostyrene useful as a monomer for reactive flame retardant for polymeric material or for optical material can be produced in high yield by brominating alpha-and/or beta-bromoethylbenzene in the presence of usually about 0.001-0.5mol of iron powder (based on 1mol of the compound) at -30 to +30 deg.C.