PREPARATION OF BIS(4-ALLYLOXY-3,5-DIBROMOPHENYL)SULFONE

    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

    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.

    PRODUCTION OF POLYBROMOACENAPHTHENE AND/OR CONDENSATE THEREOF

    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

    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.

    PRODUCTION OF 2,2-BIS(4-HYDROXY-3,5-DIBROMOPHENYL)PROPANE DERIVATIVE

    公开(公告)号:JP2000026350A

    公开(公告)日:2000-01-25

    申请号:JP19395098

    申请日:1998-07-09

    Applicant: TOSOH CORP

    Abstract: PROBLEM TO BE SOLVED: To provide a process for producing 2,2-bis(4-allyloxy-3,5-dibromophenyl) propane with high purity in a short time by using 2,2-bis(4-hydroxy-3,5- dibromophenyl)propane as a raw material. SOLUTION: When 2,2-bis(4-hydroxy-3,5-dibromophenyl)propane is made to react in the presence of a dehydrohalogenating agent, allyl chloride is added dropwise in the reaction system into a water-organic solvent mixed solution heated at 40-80 deg.C in which 2,2-bis(4-hydroxy-3,5-dibromophenyl)propane and the dehydrohalogenating agent are dissolved, in the presence of one or two or more kinds selected from the group consisting of a bromide, an iodide, a compound forming a bromide by reacting with a dehydrohalogenating agent and a compound forming an iodide by reacting with a dehydrohalogenating agent.

    HIGHLY SELECTIVE PRODUCTION OF 4-BROMOSTYRENE

    公开(公告)号:JPH11116513A

    公开(公告)日:1999-04-27

    申请号:JP28184297

    申请日:1997-10-15

    Applicant: TOSOH CORP

    Abstract: PROBLEM TO BE SOLVED: To obtain 4-bromostyrene useful as an intermediate raw material for an ion exchange resin, etc., highly selectively and industrially advantageously by reacting (1-bromoethyl)benzene, etc., with bromine using a Y type zeolite as a catalyst at a specific temperature to form 1-(1-bromoethyl)-4-bromobenzene, etc., and subjecting it to dehydrobromination. SOLUTION: (A) (1-Bromoethyl)benzene and/or (2-bromoethyl)benzene is reacted with (B) bromine in the molar ratio of bromine to the component A of 0.5-2 by using (C) 0.5-50 wt.% based on the component A of a Y type zeolite which is especially a CaNaY type catalyst in the presence of (D) a halogenated hydrocarbon solvent of 0.1-20 times as much as the component A by weight at -20 to 20 deg.C to give 1-(1-bromoethyl)-4-bromobenzene and/or 1-(2- bromoethyl)-4-benzene and subjecting 1-(1-bromoethyl)-4-bromobenzene and/or 1-(2-bromoethyl)-4-benzene to dehydrobromimation reaction.

    BROMINATED P-CUMYLPHENOL DERIVATIVE, ITS PRODUCTION AND FLAME-RETARDANT RESIN COMPOSITION COMPOUNDED WITH THE SAME

    公开(公告)号:JPH10291985A

    公开(公告)日:1998-11-04

    申请号:JP10462897

    申请日:1997-04-22

    Applicant: TOSOH CORP

    Abstract: PROBLEM TO BE SOLVED: To obtain the subject new compound useful as a compounding type flame retardant for flame-retardant resins massively used in various kinds of electric equipments. SOLUTION: A compound of formula I (a1, a2, a3 are each 1-3; b1, b2 and b3 are each 1-3). The compound of formula I comprises 0-80 mol.% of the compound of formula I (a1+a2+a3+b1+b2+b3=6 to 8), 80-0 mol.% of the compound of formula I (a1+a2+a3+b1+b2+b3=9), and 0-20 mol.% of the compound of formula I (a1+a2+a3+b1+b2+b3=10 to 15) measured by a gel permeation chromatography analysis, and is a white heat-resistant crystal having a bromine content of 40-63%, a softening point of 200-280 deg.C, and a 5% weight decrease temperature of >=370 deg.C measured with a thermobalance. The compound of formula I is obtained by reacting a brominated p-cumylphenol of formula II [(a) is 1-3; (b) is 1-2] with cyanuric chloride in the presence of a hydrogen chloride-removing reagent. Resin compositions containing the compound of formula I are excellent in flame-retardant performances and further in light resistance.

    PRODUCTION OF BIS(4-ALLYLOXY-3,5-DIBROMOPHENYL)SULFONE

    公开(公告)号:JPH0393768A

    公开(公告)日:1991-04-18

    申请号:JP22834089

    申请日:1989-09-05

    Applicant: TOSOH CORP

    Abstract: PURPOSE:To carry out the reaction for the production of the subject compound in high efficiency by converting bis(4-hydroxy-3,5-dibromophenyl) sulfone to allyl ether with allyl chloride, recovering the crystal of the subject compound, adding an acid to the filtrate and reusing the recovered reaction intermediate. CONSTITUTION:Bis(4-hydroxy-3,5-dibromophenyl) sulfone is converted to allyl ether with allyl chloride in the presence of an alkali. The obtained slurry solution is filtered to separate and recover bis(4-allyloxy-3,5-dibromophenyl)sulfone in the form of crystal. An acid is added to the filtrate and the crystallized 4-allyloxy-4'-hydroxy-3,3',5,5'-tetrabromodiphenylsulfone is separated and recovered as a reaction intermediate. The recovered intermediate is recycled to the reaction system. The present process achieves high yield and purity without using a catalyst.

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