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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.
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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
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.
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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
Inventor: KONDO NORIHISA , SAKKA HIDEO , KAGAWA TAKUMI
IPC: C07C41/16 , C07C43/225
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.
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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
Inventor: SAKKA HIDEO , KAGAWA TAKUMI
IPC: B01J29/08 , C07B61/00 , C07C17/12 , C07C17/357 , C07C25/28
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.
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公开(公告)号:JPH1143553A
公开(公告)日:1999-02-16
申请号:JP20451297
申请日:1997-07-30
Applicant: TOSOH CORP
Inventor: KAGAWA TAKUMI , FUJITA YOSHIHIRO , SAKKA HIDEO
IPC: C08J9/14 , C08G18/00 , C08G18/38 , C08G101/00 , C08K5/03 , C08K5/3477 , C08L75/04
Abstract: PROBLEM TO BE SOLVED: To obtain the subject composition excellent in flame retardancy and storage stability and useful as a constituent material for automotive interiors, etc., by including a specific bromine compound, tris(2,3-dibromopropyl) isocyanurate, etc., and a polyol. SOLUTION: This flame-retardant polyol composition is obtained by homogeneously dissolving or dispersing (A) a bromine compound of formula I [A is 2,2- propylene, etc.; R is H, etc.; (n), (m) are each independently an integer of 1-5), such as 2,2-bis[4-(2hydroxyethoxy)-3,5-dibromophenyl]propane and (B) tris(2,3 dibromopropyl)isocyanurate or a compound of formula II, e.g. 2,2bis[3,5- dibromo-4-(2,3-dibromopropoxy)phenyl]propane in (C) a polyol (glycerol, an alkanolamine, etc.), heated at 50-150 deg.C in a total amount of 5-80 wt.% based on the polyol.
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公开(公告)号:JPH1143526A
公开(公告)日:1999-02-16
申请号:JP20451197
申请日:1997-07-30
Applicant: TOSOH CORP
Inventor: KAGAWA TAKUMI , FUJITA YOSHIHIRO , SAKKA HIDEO
Abstract: PROBLEM TO BE SOLVED: To obtain the subject composition excellent in flame retardancy and fuming suppressive activity, by including a bromine compound having a specific structure and tris(2-chloropropyl)phosphate. SOLUTION: This composition comprises 10-90 wt.%, preferably, 30-80 wt.% of a bromine compound [e.g. 2,2-bis(4-(2-hydroxyethoxy)-3,5-dibromophenyl) propane of the formula [A is 2,2-propylene, methylene, etc.; R is H or methyl; (n) and (m) are each 1-5] and 90-10 wt.%, preferably, 70-20 wt.% of tris(2- chloropropyl)phosphate. The composition is obtained by adding the bromine compound of the formula to tris(2-chloropropyl)phosphate heated to 20-150 deg.C, stirring and dissoving the mixture for 1 hr.
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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
Inventor: KONDO NORIHISA , SAKKA HIDEO , KAGAWA TAKUMI
IPC: C07D251/34 , C08K5/3477 , C08L101/00 , C09K21/10
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.
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公开(公告)号:JPH10291963A
公开(公告)日:1998-11-04
申请号:JP10463197
申请日:1997-04-22
Applicant: TOSOH CORP
Inventor: KONDO NORIHISA , SAKKA HIDEO , KAGAWA TAKUMI
IPC: C07C67/14 , C07C69/653 , C08K5/105 , C08L101/00 , C09K21/08 , C09K21/14
Abstract: PROBLEM TO BE SOLVED: To obtain a new acrylate derivative useful as a flame-retardant, which, when included in a thermosetting or thermoplastic resin, makes the resin highly flame-retardant. SOLUTION: This flame-retardant acrylate derivative is shown by formula I [(a) is an integer of 1 to 3; (b) is an integer of 1 to 2; and R is H or methyl], e.g. a brominated p-cumylphenolacrylic acid ester. The compound shown by formula I is obtained by reacting a brominated p-cumylphenol, shown by formula II, with a halide acrylate. The flame-retardant resin composition as another objective is obtained by including 5 to 50 pts.wt. of the flame-retardant acrylate derivative, shown by formula I, in 100 pts.wt. of a resin.
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公开(公告)号:JPH10291953A
公开(公告)日:1998-11-04
申请号:JP10463097
申请日:1997-04-22
Applicant: TOSOH CORP
Inventor: KONDO NORIHISA , SAKKA HIDEO , KAGAWA TAKUMI
IPC: C07C39/24 , C07C41/01 , C07C43/225 , C08K5/06 , C08L101/00 , C09K21/08
Abstract: PROBLEM TO BE SOLVED: To obtain the subject compound useful as a flame-retardant capable of providing a resin composition for electric devices with flame-retardance without lowering its mechanical properties, by introducing allyl or 2,3- dibromopropyl to a specific brominated p-cumylphenol. SOLUTION: This brominated p-cumylphenol derivative is a compound of formula I ((a) is 1-3; (b) is 1 or 2) or a compound of formula II [e.g. a mixture of 0-80 mol% of a compound in which a+b is 2, 80-0 mol% of a compound in which a+b is 3 and 0-20 a compound in which a+b is 4-5]. For example, the compound of formula I is obtained by reacting a compound of formula III with an allyl halide and the compound of formula II by reacting the compound of formula I with bromine.
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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
Inventor: SAKKA HIDEO , EGUCHI HISAO , KUBO MASAJI
IPC: C07C315/04 , C07C315/06 , C07C317/22
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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