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.

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.

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.

公开(公告)号：JPH06340615A

公开(公告)日：1994-12-13

申请号：JP12890193

申请日：1993-05-31

Applicant: TOKUYAMA SODA KK

Inventor： HARA TADASHI ,  KAZAMA HIDEKI ,  MATSUOKA SHINGO

IPC: C07C323/16 ,  C07C323/18 ,  C08F12/00 ,  C08F12/30 ,  G11B7/253

Abstract: PURPOSE:To obtain a new vinylphenyl compound useful as a polymerizable monomer especially for optical materials and for coating compound, ink adhesive, vulcanizing agent for rubber, photosensitive resin, cross-linking agent, etc. CONSTITUTION:A vinylphenyl compound of formula I ((k) and (n) are >=0 integer; (m) 1 or 2) such as 1,3-bis(4,4'-vinylbenzylthio)-2-propanol. The compound of formula I wherein m=1, for example, is obtained by reacting a compound of formula II with epichlorohydrin in the presence of sodium hydroxide. The compound of formula I wherein m=2 is obtained by reacting the compound of formula II with epichlorohydrin in the presence of sodium hydroxide and reacting the reaction mixture with sodium sulfide. The compound of formula I provides a resin having a high refractive index, high Abbe's number, low specific gravity, excellent light resistance and hard coating properties free from an offensive smell during abrasion and molding. The resin is useful as a material for lenses.

公开(公告)号：JPH0665190A

公开(公告)日：1994-03-08

申请号：JP22133392

申请日：1992-08-20

Applicant: TOKUYAMA SODA KK

Inventor： MATSUOKA SHINGO ,  HARA TADASHI ,  KAZAMA HIDEKI

IPC: C08F12/34 ,  C07C321/04 ,  C07C323/12 ,  C07C323/16 ,  C07C323/20 ,  C07C323/52 ,  C07C323/56 ,  C07C327/04 ,  C07C329/06 ,  C07C329/16 ,  C08F12/00

Abstract: PURPOSE:To provide a new compound useful as a raw material for colorless transparent resin suitable for organic glass and giving a resin having excellent odorlessness in polishing, light-resistance, impact resistance, hard-coating suitability and dyeability and having low specific gravity, high refractive index and high Abbe number. CONSTITUTION:The compound of formula I {A is group of formula II [R and R are different kinds of alkylene or group of formula III ((k) and (k') are 0-2); X to X are O or S; (m) is 0-4; (n), (n'), (p) and (p') are 0 or 1]}, e.g. 1-(vinylbenzyloxy)-2(vinylbenzylthio)ethane. The compound can be produced e.g. by the dehydrohalogenation reaction of 1mol of a halogenomethylstyrene of formula IV (X is halogen) with 0.2-1mol of a mercapto alcohol of formula V in the presence of a base (e.g. pyridine) in a solvent (e.g. THF) at 10-60 deg.C.

公开(公告)号：JPH0665191A

公开(公告)日：1994-03-08

申请号：JP21942492

申请日：1992-08-18

Applicant: TOKUYAMA SODA KK

Inventor： MATSUOKA SHINGO ,  HARA TADASHI ,  KAZAMA HIDEKI

IPC: C08F299/02 ,  C07C323/12 ,  C08F12/34 ,  C08F290/00

Abstract: PURPOSE:To provide a new compound useful as a raw material for colorless transparent resin suitable for organic glass and giving a resin having excellent odorlessness in polishing, light-resistance, impact resistance, hard-coating suitability and dyeability and having low specific gravity, high refractive index and high Abbe number. CONSTITUTION:The compound of formula I (R and R are same or different alkylene; (m) is integer of >=0; ph is phenylene), e.g. bis(p-vinylbenzyloxyethyl) sulfide. The compound is generally produced by the dehydrohalogenation reaction of a halogenomethylstyrene of formula II (X is halogen) with a diol of formula III in a solvent (e.g. benzene) in the presence of a base (e.g. pyridine). The reaction is preferably carried out at 10-60 deg.C for 1-48hr by using 0.5mol of the diol of formula III based on 1mol of the compound of formula II and 2-5mol of the base based on 1mol of the diol of formula III.

公开(公告)号：JPH0586078A

公开(公告)日：1993-04-06

申请号：JP24804491

申请日：1991-09-26

Applicant: TOKUYAMA SODA KK

Inventor： KAZAMA HIDEKI ,  HARA TADASHI ,  MATSUOKA SHINGO

IPC: C07F9/165 ,  C07F9/38

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.; A is alkyl, aralkyl, etc.), e.g. p- methoxyphenyldithiophosphonic ac id 0,S-di-2-mercaptoethyl ester. The compound of formula I can be produced by reacting a thiol compound of formula II with a compound of formula III and optionally reacting the reactional product with a thiol compound of formula IV (X is O or S).