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公开(公告)号:JPH06184241A
公开(公告)日:1994-07-05
申请号:JP1301093
申请日:1993-01-29
Applicant: TOKUYAMA SODA KK
Inventor: MATSUOKA SHINGO , KAZAMA HIDEKI , HARA TADASHI , MATSUNAGA TOMONORI
IPC: C08F212/34 , C08F12/00
Abstract: PURPOSE:To obtain a polymerizable composition, comprising a specific vinylbenzyl compound and diphenyl-methyl-pentene and capable of providing a polymer, having a high refractive index without coloring by heating in surface coating and suitable as eyeglass lenses. CONSTITUTION:This polymerizable component comprises (A) 100 pts.wt. vinylbenzyl compound of the formula [R to R are H or halogen; X to X are O or S; (j), (k) and (m) are 0 or 1, with the proviso that (j) is O when (k) is 0; (k) = (j) = O when (m) is 0; X and X are not simultaneously S when (m) = (k) = (j) =1 and (j) is 0] [e.g. 1,2-(vinylphenyl)ethane] and (B) 0.1-20 pts.wt. 2,4-diphenyl-4-methyl-1-pentene. Furthermore, hexaethylene glycol di(meth)acrylate, etc., are preferably blended in this composition so as to afford a polymer good in dyeability, impact resistance, etc.
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公开(公告)号:JPH06116336A
公开(公告)日:1994-04-26
申请号:JP26475092
申请日:1992-10-02
Applicant: TOKUYAMA SODA KK
Inventor: MATSUOKA SHINGO , HARA TADASHI , KAZAMA HIDEKI
IPC: C07C69/54 , C07C323/07 , C07C323/16 , C08F12/00 , C08F212/34 , G02B1/04 , G02C7/02 , G11B7/253
Abstract: PURPOSE:To provide a polymerizable composition containing a specific vinylbenzyl compound, a specific diacrylate compound, and a mercapto compound, etc., and suitable as a raw material for the production of spectacles lenses, etc., excellent in high refractive index, transparency, light resistance, and impact resistance. CONSTITUTION:This polymerizable composition contains (A) 100 pts.wt. of a vinyl benzyl compound of formula I (R -R are H, halogen; X -X is O, S, (j), (k) and (m) are 0.1) such as 1,2-(vinylphenyl) ethane, (B) 1-20 pts.wt. of a di(meth)acrylate compound of formula II (R -R are H, methyl; (n) us 6-30.,) such as hexaethyleneglycol di(meth)acrylate, and (C) 1-50wt.% of a mercapto compound having two mercapto groups in the molecule, such as 1,2-ethanediol.
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公开(公告)号:JPH05287073A
公开(公告)日:1993-11-02
申请号:JP8387892
申请日:1992-04-06
Applicant: TOKUYAMA SODA KK
Inventor: KAZAMA HIDEKI , MATSUOKA SHINGO
Abstract: PURPOSE:To provide a raw material for a resin which is colorless and transparent, has a high refractive index and excellent Abbe number, surface hardness, dyeability, and light resistance, and releases no odor during cutting or grinding work. CONSTITUTION:The title compsn. comprises an aziridine compd. having at least two ethyleneimino groups per molecule (e.g. m-xylylenebisethyleneimine or p-phenylenebisethyleneamide) and an active hydrogen compd. having at least two groups selected from the group consisting of hydroxyl, mercapto, amino, and carboxyl groups [e.g. 1, 2, 3-tris (2'-hydroxyethylthio) propane or pentaerythritol tetrakis(thioglycolate)] in a molar ratio of the ethyleneimino group to the hydroxyl, mercapto, amino, and carboxyl groups of 0.5-10.0.
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公开(公告)号:JPH0551412A
公开(公告)日:1993-03-02
申请号:JP21740791
申请日:1991-08-28
Applicant: TOKUYAMA SODA KK
Inventor: NAGO HIRONOBU , KAZAMA HIDEKI , MATSUOKA SHINGO
Abstract: PURPOSE:To provide a colorless, transparent organic glass having high refractive index, also excellent in Abbe number, surface hardness, dyeability, weatherability and hard-coatability, etc., thus optimal for optical lens such as eyeglasses lens or lens for optical instruments. CONSTITUTION:The objective organic glass can be obtained by bulk polymerization of (A) a monomer having in one molecule disulfide link and radical- polymerizable unsaturated bond [e.g. bis(2-methacryloylthioethyl)disulfide] singly or (B) its mixture with another monomer copolymerizable therewith (e.g. styrene).
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公开(公告)号:JPH05320181A
公开(公告)日:1993-12-03
申请号:JP4412992
申请日:1992-02-29
Applicant: TOKUYAMA SODA KK
Inventor: KAZAMA HIDEKI , MATSUOKA SHINGO , NAGO HIRONOBU
Abstract: PURPOSE:To provide a new phosphorus-containing compound which is a starting substance for a resin of high refractive index, useful as an optical material such as lenses. CONSTITUTION:The compound of formula I {A1 is -(R4-X1)m, -(R4-X1)m-R5(R4 is alkylene, phenylene; X1 is O, S; m is 0 or more); R1 is H, methyl; R2, R3 are alkyl, aryl, formula II [A2 is-(R7-X3)n-, -(R7-X3)n-R8- (X3 is the same as X1; R7, R8 are the same as R4; n is 0 or more); R6 is the same as R1]; X is O, S}, for example, a compound of formula III. The compound of formula I is obtained, for example, by reaction of a compound of formula IV (X5 is halogen) and/or a compound of formula V with a compound of formula VI (Z is halogen), preferably in a solvent such as hexane or benzene, preferably at -50 to 50 deg.C for 30 minutes to 12 hours with stirring.
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公开(公告)号:JPH04316587A
公开(公告)日:1992-11-06
申请号:JP8271191
申请日:1991-04-15
Applicant: TOKUYAMA SODA KK
Inventor: KAZAMA HIDEKI , MATSUOKA SHINGO
IPC: C07F9/48 , C07F9/46 , C08F30/02 , C08F230/02
Abstract: PURPOSE:To obtain the subject compound, useful as a monomer capable of providing a resin, suitable as an optical material such as an optical lens, having a high refractive index and excellent in transparency; etc., and further useful as coatings, inks, etc. CONSTITUTION:A phosphorous acid ester compound expressed by formula I {A1 is (X1-R3)k or R4-(X1-R3)k [X) is O or S; R3 and R4 are alkylene, phenylene, etc.; (k) is >=0]; Y1 and Y2 are H, halogen, etc.; R1 is alkyl, aryl, etc.; R2 is alkyl, aralkyl, etc.}, e.g. a compound expressed by formula II. The aforementioned compound is preferably obtained by reacting a compound expressed by formulas III and/or IV (X is halogen) with a phosphorus halide compound expressed by formula V (Z is halogen) in a solvent such as hexane at -50 to +50 deg.C for 30min to 12hr.
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公开(公告)号:JPH04308597A
公开(公告)日:1992-10-30
申请号:JP7311091
申请日:1991-04-05
Applicant: TOKUYAMA SODA KK
Inventor: KAZAMA HIDEKI , MATSUOKA SHINGO
Abstract: PURPOSE:To obtain a new phosphite containing a monovinyl aromatic group and at least one S-P bond, and useful for raw material of resin for optical material such as lens having high refractive index, coating, ink, adhesive, etc. CONSTITUTION:A compound expressed by formula I[A1 is (X1-R3)m (X1 is O or S; R3 is alkylene, phenylene, toluene-alpha-diyl, etc.; (m) is integer of >=0) or group expressed by the formula R4-(X1-R3)m (R4 is same as R3); Y1 and Y2 are H, halogen, alkyl, alkoxy or alkylthio; M is H or alkali metal] is made to react with a phosphorus halide compound expressed by formula II (R1 and R2 are alkyl, aryl, alkoxy, alkylthio, etc.; Z is halogen; (k) and (e) are 0 or 1) to provide the objective phosphite compound expressed by formula III. Furthermore, polymerization of the compound using a radical polymerization initiator gives a polymer for optical material, etc., having small specific gravity and good transparency and weather resistance.
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公开(公告)号:JPH06116337A
公开(公告)日:1994-04-26
申请号:JP23099892
申请日:1992-08-31
Applicant: TOKUYAMA SODA KK
Inventor: HARA TADASHI , KAZAMA HIDEKI , MATSUOKA SHINGO
IPC: C07C321/14 , C07C321/20 , C07C329/06 , C08F12/00 , C08F212/14 , C08F212/36 , C08F290/00 , C08F299/02 , C08G75/04 , G11B7/24047 , G11B7/253 , G11B7/2533
Abstract: PURPOSE:To provide a polymerizable composition containing a specific vinylic compound and a specified thiol compound in a specific ratio, having a low specific gravity, not generating a malodor on its molding processing, having a high refractive index and a high Abbe number, excellent in transparency, light resistance, impact resistance and hard coat formability, and suitable for optical lenses, etc. CONSTITUTION:This polymerizable composition comprises (A) a vinylic compound of formula I {A is group of formula II [R , R are alkylene, group of formula III (k), (k') are 0-2); X is S, O; (m) is 0-4; (n), (n'), (p) and (p') are 0,1], ect.,}, such as bis(vinylbenzyloxyethyl) sulfide, and (B) a thiol compound having two or more mercapto groups in the molecule such as 1,2-ethanedithiol in a ratio (the number of the vinyl groups in the component A/(the number of the mercapto groups in the component B) of 0.5-20.
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公开(公告)号:JPH0586079A
公开(公告)日:1993-04-06
申请号:JP24804591
申请日:1991-09-26
Applicant: TOKUYAMA SODA KK
Inventor: KAZAMA HIDEKI , KAMEDA MAKOTO , MATSUOKA SHINGO
Abstract: PURPOSE:To provide a new compound having high refractive index and balanced optical properties such as specific gravity, transparency and weather resistance and useful as a material for lens. CONSTITUTION:The compound of formula I (A is alkylene, etc.; X is O or S; A is alkylene, etc.), e.g. O,O',S-tri-2-mercaptoethyl dithiophosphate. The compound of formula I can be produced by reacting a thiol compound of formula II with diphosphorus pentasulfide and optionally reacting the reactional product with a compound of formula IV (X is O or S).
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公开(公告)号:JPH04330083A
公开(公告)日:1992-11-18
申请号:JP9924491
申请日:1991-04-30
Applicant: TOKUYAMA SODA KK
Inventor: KAZAMA HIDEKI , MATSUOKA SHINGO
Abstract: PURPOSE:To obtain a new phosphoric ester compound suitable as optical materials such as lens, providing a resin having high refractive index, low specific gravity, excellent transparency and weather resistance, and further usable as coating compound, ink, etc. CONSTITUTION:A phosphoric ester compound shown by formula I [A1 is (X1-R3)m or R4-(X1-R3)m (X1 is O or S; R3 and R4 are alkylene, phenylene, etc.; (m) is >=0 integer; Y1 and Y2 are H, halogen, etc.; R1 and R2 are alkyl, aryl, etc.; X is X1] such as compund shown by formula II. The compound shown by formula I, for example, is obtained by reacting a compund shown by formula III (M is H or alkali metal) with a phosphorus halide compound shown by formula IV (Z is halogen) in the presence of a capture agent of hydrogen halide such as triethylamine in an organic solvent such as hexane at 0 deg.C to the reflux temperature of the solvent.
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