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公开(公告)号:DE69004991T2
公开(公告)日:1994-03-24
申请号:DE69004991
申请日:1990-02-16
Applicant: AGENCY IND SCIENCE TECHN , TODA KOGYO CORP
Inventor: MATSUDA HIRO , OKADA SHUJI , NAKANISHI HACHIRO , KATO MASAO , OHSUGI MINORU , TAKARAGI SHIGERU , HORIISHI NANAO
IPC: G02F1/35 , C07C43/225 , C07C211/29 , C07C211/52 , C08F38/00 , C08F138/00 , G02F1/355 , G02F1/361
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公开(公告)号:DE2649163A1
公开(公告)日:1977-06-08
申请号:DE2649163
申请日:1976-10-28
Applicant: AGENCY IND SCIENCE TECHN
Inventor: KATO MASAO
IPC: C08F8/42 , C07C163/00
Abstract: A polymer or copolymer characterized in that it contains a monomer unit of the general formula: wherein R stands for a member selected from the group consisting of hydrogen atom and a phenyl group and R1 for a member selected from the group consisting of hydrogen atom and methyl group. This polymer or copolymer is produced, for example, by diazotizing a polymer or copolymer containing a monomer unit of the general formula: wherein R1 has the same meaning as given above, TO FORM A DIAZOTIZED POLYMER OR COPOLYMER CONTAINING A MONOMER UNIT OF THE GENERAL FORMULA: wherein R1 has the same meaning as given above and X stand for an anion, and then either reacting the diazotized polymer or copolymer with an alkali metal selenocyanate and subjecting the reaction product to an alkali treatment or reacting the diazotized polymer or copolymer with an alkali metal salt of a selenophenol compound.
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公开(公告)号:DE60026679D1
公开(公告)日:2006-05-11
申请号:DE60026679
申请日:2000-12-21
Applicant: AGENCY IND SCIENCE TECHN
Inventor: FUKUDA TAKASHI , MATSUDA HIROO , SUMARU KIMIO , KIMURA TATSUMI , KATO MASAO
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14.
公开(公告)号:JP2000275640A
公开(公告)日:2000-10-06
申请号:JP8390199
申请日:1999-03-26
Applicant: AGENCY IND SCIENCE TECHN , FUKUDA TAKASHI , MATSUDA HIROO
Inventor: FUKUDA TAKASHI , MATSUDA HIROO , NISHIKADO TADAMORI , KATO MASAO
IPC: G02F1/1337
Abstract: PROBLEM TO BE SOLVED: To reversibly vary the alignment of liquid crystal molecules, according to the intensity of light by allowing a polymer of a photopholymerizable compd. which is made to be present on the inner surface of one of substrates which constitute a liquid crystal cell. SOLUTION: A polymer of a liquid crystalline compd., consisting of a coupled product of a divinyl compd. and an azobenzene compd., is made to be present on the surface of a substrate in contact with a liquid crystal. The liquid crystalline compd. is represented by CH2=C(R1)COO(CH2)nN(R2)-Ph-N=N-Ph-COO-PH- CH=CH2. In this formula, each of R1 and R2 is a hydrogen atom or 1-8C alkyl group, Ph is a paraphenylene group, and n is a number 1 to 20. The divinyl compd. has two vinyl groups in the molecule and has 1,000 mol.wt. or smaller, preferably 400 or smaller. The lower limit of the mol.wt. is about 250. The compd. expressed by the formula is preferably used. In the formula, A is a straight-chain molecular skeleton, and each of R3 to R8 is a hydrogen atom or substituent.
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15.
公开(公告)号:JPH11322855A
公开(公告)日:1999-11-26
申请号:JP14213898
申请日:1998-05-08
Applicant: AGENCY IND SCIENCE TECHN , MATSUDA HIROO , FUKUDA TAKASHI
Inventor: MATSUDA HIROO , FUKUDA TAKASHI , SHIRAGAMI TAKAO , KATO MASAO , NAKANISHI HACHIRO
IPC: G02F1/35 , C08F8/30 , C08F222/40 , C08F232/04 , G02F1/355 , G02F1/361
Abstract: PROBLEM TO BE SOLVED: To provide a maleimide-norbornene copolymer composed of specific constituent units, capable of stably keeping the non-linear characteristics over a long period and giving a polymer material having good processability. SOLUTION: The objective copolymer is composed of (A) a constituent unit of formula I and (B) a constituent unit of formula II (R is H or methyl) and has a weight-average molecular weight of 5,000-15,000. The molar ratio of the constituent unit A to the constituent unit B is preferably 5:1 to 1:2. The copolymer can be produced by copolymerizing N-(4-hydroxyphenyl)maleimide and 2-norbornene at a molar ratio of preferably (1.2-1):1 in the presence of 0.05-5.0 wt.% of a radical polymerization initiator (e.g. acetyl peroxide) preferably at 60-80 deg.C for 10-50 hr and reacting the obtained copolymer with preferably 70-90 mol.% of a red dye of formula III using a solvent (e.g. tetrahydrofuran).
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16.
公开(公告)号:JPH1180276A
公开(公告)日:1999-03-26
申请号:JP25935597
申请日:1997-09-08
Applicant: AGENCY IND SCIENCE TECHN , MATSUDA HIROO , FUKUDA TAKASHI
Inventor: MATSUDA HIROO , FUKUDA TAKASHI , YAMADA SHINJI , KATO MASAO , NAKANISHI HACHIRO
IPC: G02F1/35 , C08F8/30 , C08F212/12 , C08F222/40 , G02F1/355 , G02F1/361
Abstract: PROBLEM TO BE SOLVED: To obtain a novel polymeric substance which does not show the relaxation of an aligned structure at high temperatures and having good heat stability and quadratic nonlinear optical properties by using a maleimide/styrene copolymer comprising three types of structural units having specified structures and having a specified number-average molecular weight. SOLUTION: This copolymer comprises structural units of formulas I, II and III (wherein R is H or methyl) and has a number-average molecular weight of 10,000-200,000. This is obtained by the following reactions. A mixture of N-(4-hydroxyphenyl)maleimide represented by formula I with an α-methylstyrene represented by formula II is heated to 50-100 deg.C in the presence of a radical polymerization initiator (e.g. acetyl peroxide) in a polymerization solvent (the ratio between the constituents of the mixture is in the range of 2:1 to 1:2). The obtained white solid is reacted with a red dye represented by formula IV (wherein R is H or methyl) in the presence of a condensing agent in a reaction solvent to obtain a compound comprising structural units of formulas I to III and being in the form of a reddish brown solid.
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公开(公告)号:JPH10306132A
公开(公告)日:1998-11-17
申请号:JP13432297
申请日:1997-05-08
Applicant: AGENCY IND SCIENCE TECHN , MATSUDA HIROO , FUKUDA TAKASHI
Inventor: MATSUDA HIROO , FUKUDA TAKASHI , YAMADA SHINJI , KATO MASAO , NAKANISHI HACHIRO
IPC: G02F1/35 , C08F220/60 , G02F1/355 , G02F1/361
Abstract: PROBLEM TO BE SOLVED: To obtain a high-molecular material which undergoes controlled relaxation of an orientation structure at high temperature and has secondary nonlinear optical characteristics with good heat stability by subjecting a polymer obtained through the radical polymerization of a specified aniline derivative to diazo coupling with nitroaniline. SOLUTION: An aniline derivative of formula I (wherein R is H or methyl; and R is H, or methyl bound at a position other than the 4-position) is subjected to radical polymerization in the presence of 0.05-5.0 wt.% radical polymerization initiator at 50-100 deg.C for 10-50 hr to give a polymer having a weight-average molecular weight of 42,000 to 270,000. This polymer is subjected to diazo coupling with nitroaniline to introduce at least 20 mol.%, preferably 25-95 mol.%, azo groups, thus giving a nonlinear acrylamide polymer consisting of constituent units of formula II and those of formula II, and having a weight-average molecular weight of 50,000 to 300,000, an optimum poling temperature of 150-170 deg.C, and an initial d33 value at 80 deg.C of at least 200×10 esu.
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18.
公开(公告)号:JPH10306130A
公开(公告)日:1998-11-17
申请号:JP13433697
申请日:1997-05-08
Applicant: AGENCY IND SCIENCE TECHN , MATSUDA HIROO , FUKUDA TAKASHI
Inventor: MATSUDA HIROO , FUKUDA TAKASHI , YAMADA SHINJI , KATO MASAO , NAKANISHI HACHIRO
IPC: G02F1/35 , C08F212/06 , C08F212/08 , C08F212/14 , C08F220/52 , C08F222/40 , G02F1/355 , G02F1/361
Abstract: PROBLEM TO BE SOLVED: To obtain a new high-molecular material which does not show the relaxation of an orientation structure at high temperature and has secondary nonlinear optical characteristics with good heat stability by heating a mixture of N-phenylmaleimide and 4-hydroxy-α-methylstyrene in a polymerization solvent in the presence of a radical polymerization initiator and reacting the obtained copolymer with a red dye having a specified structure. SOLUTION: This material comprises a maleimide-styrene copolymer consisting of constituent units represented by formula I, those represented by formula I and those represented by formula III (wherein R is H or methyl) and having a number-average molecular weight of 10,000 to 200,000. The molar ratio of constituent units of formula I to those of formula II is (2:1) to (1:2). The radical polymerization initiator used comprises, e.g. benzoyl peroxide, which is used in an amount of 0.05-5.0 wt.% based on the total weight of monomers. The copolymerization temperature is 50-100 deg.C, and the polymerization time is 10-50 hr. The amount of the red dye introduced is 50-95 mol.%. It is obtained as a reddish brown solid with a glass transition temperature of 190 deg.C.
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公开(公告)号:JPH07126223A
公开(公告)日:1995-05-16
申请号:JP1792794
申请日:1994-01-17
Applicant: AGENCY IND SCIENCE TECHN , TODA KOGYO CORP
Inventor: MATSUDA HIROO , OKADA SHUJI , NAKANISHI HACHIRO , KATO MASAO , HORAI SHIGERU , HORIISHI NANAO
IPC: C07C205/06 , C07C211/52 , C08G61/00 , C08G61/02
Abstract: PURPOSE:To provide a new compound subject to solid polymerization with the substituents conjugated with diacetyl triple bond, useful for nonlinear optical materials, photosensitive materials, or polymeric semiconductor crystals. CONSTITUTION:The objective phenylbutadiyne derivative of formula I (one of the sites at Rs except R3 is substituted by NO2, the rest of Rs being each H), e.g. 6-(2-nitrophenyl)butadiyne, can be obtained by asymmetric coupling reaction between a phenylacetylene derivative of formula II and 4-bromo-2- methyl-3-butyne-2-ol of formula III followed by deacetonation of the resultant phenyldiacetylene derivative of formula IV using a potassium hydroxide catalyst.
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公开(公告)号:JPH02245607A
公开(公告)日:1990-10-01
申请号:JP6692989
申请日:1989-03-17
Applicant: AGENCY IND SCIENCE TECHN
Inventor: OKADA SHUJI , MATSUDA HIROO , NAKANISHI HACHIRO , KATO MASAO
IPC: G01B15/02
Abstract: PURPOSE:To enable measurement of the thickness of a thin film in a noncontact manner with a thin film sample and handily while the thin film is being made by irradiating an organic thin film with X-rays at an angle of incidence to determine a maximal value of an intensity of X-rays at a position of an angle of reflection. CONSTITUTION:An apparatus herein used is such that is used when a normal reflection X-ray diffraction is measured and it is provided with a goniometer mechanism in which an X-ray detector is positioned in a direction of reflection angle theta, namely, in a direction of angle 2theta to incidence of X-rays when an angle of a plane of a thin film is theta with respect to a direction of incidence of X-rays. In an apparatus of such a type, theta is swept continuously to perform a recording in a relationship between an angle 2theta of the detector and a detection intensity of X rays. At this point, as some peaks are noted continuously, values of 2theta of this series of peaks are read out. Then, a film thickness is calculated using an expression II derived from a Bragg's reflection formula (formula I). In this manner, values of film thicknesses obtained for the peaks are averaged or averaged being weighted statistically to determine a film thickness.
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