Mitsubishi Chemical Industries Limited

Hitachi, Ltd.

Japan Atomic Energy Research Institute

Seiichi Imahori

Masaharu Kaneko

Akio Mukoh

Shuji Imazeki

Kiyoshi Himeno

Hitoshi Ono

Yukichi Murata

Hirosada Morishita

Tetsuo Ozawa

Mikio Sato

Sumio Suzuki

Yoshiaki Kato

Toshio Hihara

Toshio Niwa

Shuichi Maeda

Takashi Arisawa

Takao Hirota

Yoichiro Maruyama

Junji Yoshihara

Tomio Yomeyama

Syuichi Maeda

Maeda, Shuichi

Itaru Okada

Kuninori Sato

Hitohsi Ono

A dis-azo dye for polyester fibers represented by the formula ##STR1## wherein Y is hydrogen or acetylamino and R.sup.1 and R.sup.2 are each C.sub.1 -C.sub.4 alkyl, cyanoethyl, acetoxyethyl or C.sub.1 -C.sub.4 alkoxyethyl.

Phenyl acothienylthiazoaniline dis-azo dye for polyester fibers

Disazo dyestuffs for polyester fibers represented by the following general formula: ##STR1## wherein X represents a hydrogen atom, a chlorine atom, a trifluoromethyl group or a nitro group, Y represents a cyano group, a lower alkoxycarbonyl group or a lower alkoxyalkoxycarbonyl group, Z represents a hydrogen atom, a chlorine atom, a bromine atom, a methyl group or an acylamino group, R.sup.1 represents a hydrogen atom, a lower alkyl group, a cyanoalkyl group, a hydroxyalkyl group, a lower alkoxyalkyl group, a lower alkoxyalkoxyalkyl group, an aryloxyalkyl group, an acyloxyalkyl group, an alkenyloxyalkyl group, a lower alkoxycarbonylalkyl group, a lower alkoxyalkoxycarbonylalkyl group, a lower alkoxycarbonyloxyalkyl group, an alkenyl group or an aralkyl group, R.sup.2 represents a hydrogen atom, a hydroxyalkyl group, a lower alkoxyalkyl group, a lower alkoxyalkoxyalkyl group, an aryloxyalkyl group, an acyloxyalkyl group, an alkenyloxyalkyl group, a lower alkoxycarbonylalkyl group, a lower alkoxyalkoxycarbonylalkyl group, a lower alkoxycarbonyloxyalkyl group, an alkenyl group or an aralkyl group, and R.sup.3 represents a hydrogen atom, a methyl group, a chlorine atom or a methoxy group, but R.sup.2 may represent a lower alkyl group in case that Y represents a lower alkoxycarbonyl group, Z represents an acylamino group or R.sup.3 represents a methyl group. The dyestuffs dye polyester fibers in a brilliant reddish-blue or blue shade and have good fastness properties, excellent temperature stability and pH stability in dyeing.

Phenyl azo cyanothienyl azo anilino dyestuffs

This invention relates to a guest-host type liquid crystal composition and a color liquid crystal display device in which said composition has been sealed. This invention provides a liquid crystal composition containing a specific anthraquinone dye as a pleochroic dye which, as the guest dye, has a degree of orderness of the alignment (order parameter) in the host liquid crystal in the range from 0.5 to 1, shows remarkable contrast between the colored state and the uncolored state, and is excellent in stability to light, heat, and the like. Further, this invention provides a color guest-host type liquid crystal display device in which said liquid crystal composition has been sealed.

Guest-host type liquid crystal composition and liquid crystal display

The present liquid crystal composition is characterized by containing a dye of anthraquinone series represented by the following general formula (1) dissolved as a guest in a host liquid crystal: ##STR1## wherein R represents an alkyl group or a cycloalkyl group. The alkyl group or the cycloalkyl group of the dye of anthraquinone series includes those substituted by alkyl, hydroxyl, alkoxy, cycloalkyl, aryl, aryloxy, dialkylamino, or heterocyclic residue. Furthermore, the liquid crystal composition can contain two or more other kinds of the dye of anthraquinone series, or can be used in combination with other dyes. In the dye of anthraquinone series, the group --COOR at the 2-position and the group --CN at the 3-position are particularly important for realization of cyan color and a high S value. The dye of anthraquinone series is particularly effective for preparation of a black dye. The present liquid crystal display device is characterized by comprising a liquid crystal cell comprising two transparent juxtaposed substrate plates, transparent electrodes formed each on the opposite inner surfaces of the substrate plates, alignment films formed each on the opposite inner surfaces of the substrate plates to cover the transparent electrodes and align liquid crystal molecules, sealing members for keeping the two substrate plates at a predetermined distance, a liquid crystal composition containing the dye represented by the said general formula (1) being filled in the liquid crystal cell, and a light source being provided outside the liquid crystal cell.

Disazo dyes for dyeing cellulose-containing fibers, particularly fibers having both cellulose and polyester, of the formula ##STR1## Mixed fibers dyed with the dyes of the invention result in surprisingly more uniform color than previously obtainable. In the above formula R.sup.1 and R.sup.2 are independently selected from H, halogen, nitro, cyano, trifluoromethyl, lower alkoxycarbonyl, lower alkyl, and lower alkoxy; R.sup.3, R.sup.4, and R.sup.5, are independently selected from H, halogen, lower alkyl, lower alkoxy, lower alkoxy-lower alkoxy, and acylamino; R.sup.6 and R.sup.7 are independently selected from H, allyl, aralkyl, and lower alkyl which may be further substituted with halogen, cyano, lower alkoxy, lower alkoxycarbonyl, OH, and acyloxy; and X is selected from amino, mono- or dialkylamino having a total of 1-6 carbon atoms, anilino, lower alkoxy and --O--(R.sup.8 O).sub.n --R.sup.9, wherein R.sup.8 is ethylene or propylene, R.sup.9 is methyl or ethyl, and n is 1-5.

N-(p-nitrophenyl)-N'-(4-amino-2-fluorotriazineamino

A dye laser comprising a container retaining a dye solution for laser and an energy source for pumping connected to the container, the dye solution containing a pyrazoloazaxanthenoisoquinolinone dye.

Dye laser

A liquid crystal composition comprising a host liquid crystal And a pleochroic dye dissolved therein as a guest material is described, which is characterized in that the pleochroic dye contains an anthraquinone-based dye yielding a Magenta color and/or an orange color.

Liquid crystal composition

A liquid crystal composition containing at least one quinophthalone series dye represented by the formula ##STR1## wherein: X represents hydrogen, a chlorine atom or a bromine atom; and R represents --OR.sup.1 or --SR.sup.1, wherein R.sup.1 represents an alkyl group, a cycloalkyl group, an alkoxyalkyl group, a phenyl group, a p-hydroxyphenyl group, a p-cycloalkylphenyl group, a p-alkylphenyl group, a p-alkoxyphenyl group or an aralkyl group; ##STR2## wherein R.sup.2 and R.sup.3 each represents hydrogen, an alkyl group, a hydroxyalkyl group, an alkoxyalkyl group, a cycloalkyl group, a phenyl group, a p-alkylphenyl group, a p-hydroxyphenyl group, a p-alkoxyphenyl group or an aralkyl group; or a saturated heterocyclic ring.

Mono-azo compounds and mono-azo dyes represented by the following general formula and a dyeing process for polyester fibers using the mono-azo dyes: ##STR1## wherein R.sup.1 and R.sup.2 individually represent hydrogen atom, substituted or non-substituted alkyl group, alkenyl group and cyclohexyl group, R.sup.3 represents hydrogen atom, chlorine atom, bromine atom, alkyl group, substituted or non-substituted alkoxy group or alkenyl group and R.sup.4 represents hydrogen atom, chlorine atom, bromine atom, alkyl group, alkoxy group, hydroxy group, acylamino group, alkoxycarbonylamino group, aralkyloxycarbonylamino group or alkylaminocarbonylamino group.

Mono-azo compound, mono-azo dye and dyeing process for polyester fibers

An anthraquinone dye for direct printing and pad dyeing of cellulose-containing fibers and of the formula: ##STR1## wherein A represents a phenylene group, Y represents a group --NH-- or --C.sub.2 H.sub.4 O--, X represents a carbamoyl group which may be substituted with a lower alkyl group or a lower alkoxy-lower alkyl group, a sulfamoyl group which may be substituted with a lower alkyl group or a lower alkoxy-lower alkyl group, a halogen atom or a cyano group, and Z represents an amino group, a mono- or di-alkylamino group having 1-6 carbon atoms in total, an anilino group, a lower alkoxy group or a group --O(R.sup.1 O).sub.n -R.sup.2 in which R.sup.1 represents an ethylene group or a propylene group, R.sup.2 represents a methyl group or an ethyl group and n is an integer of 1-5.

Anthraquinone reactive dyes for cellulose-containing fibers

Fluorescent dyes having the formula ##STR1## wherein R.sup.1 represents hydrogen, (C.sub.1 -C.sub.8) alkyl, trifluoromethyl, (C.sub.1 -C.sub.4) alkoxycarbonyl, (C.sub.1 -C.sub.4) alkoxycarbonyl (C.sub.1 -C.sub.4) alkyl, phenyl, or aralkyl group; R.sup.2 represents hydrogen, cyano, acyl, (C.sub.1 -C.sub.8) alkoxycarbonyl, (C.sub.1 -C.sub.4) alkoxy (C.sub.1 -C.sub.4) alkoxycarbonyl, (C.sub.1 -C.sub.4) alkoxy (C.sub.1 -C.sub.4) alkoxy (C.sub.1 -C.sub.4) alkoxycarbonyl, di(C.sub.1 -C.sub.4) alkylamino (C.sub.1 -C.sub.4) alkoxycarbonyl, cyclohexyloxycarbonyl, aryloxycarbonyl, benzyloxycarbonyl, tetrahydrofurfuryloxycarbonyl, carbamoyl, N-(C.sub.1 -C.sub.4) alkylcarbamoyl, N,N-di(C.sub.1 -C.sub.4)alkylcarbamoyl, N-phenylcarbamoyl, or morpholinocarbonyl group; and R.sup.3 and R.sup.4 can be the same or different and each represents hydrogen, (C.sub.1 -C.sub.8) alkyl, (C.sub.1 -C.sub.4) alkoxy(C.sub.1 -C.sub.4) alkyl, aralkyl or phenyl group which can be substituted by halogen atoms, (C.sub.1 -C.sub.4) alkyl groups, or (C.sub.1 -C.sub.4) alkoxy groups.

Fluorescent dyes

A novel cyanotriphenodioxazine compound is disclosed which is represented by the following formula: ##STR1## wherein X represents cyano or halogen, R.sup.1 represents C.sub.1 -C.sub.4 alkylene and R.sup.2 represents C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl and is a dyestuff suitable for dyeing synthetic fibers or cellulose acetate fibers in brilliant red shade with good fastness to light and to sublimation.

Cyanotriphenodioxazine compound

An azo dye having the formula (1): ##STR1## wherein R.sup.1 represents hydrogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, hydroxyalkyl, alkoxyalkyl, alkoxycarbonylalkyl, acyloxyalkyl, acylalkyl, hydroxyalkylaminoalkyl, cyanoalkyl, aminoalkyl, N,N-dialkylaminoalkyl, alkylaminoalkyl, chloroalkyl, bromoalkyl, carboxyalkyl, morpholinoalkyl, cyclohexyl, phenethyl, benzyl, phenyl, chlorophenyl, methoxyphenyl, nitrophenyl, tolyl, xylyl, dialkylaminophenyl and alkyl containing an ammonium group wherein the ammonium nitrogen is quaternized by alkyl groups or by an amino group with alkyl groups, or wherein the ammonium nitrogen atom is the heterocyclic nitrogen atom of a morpholine ring or a pyridine ring, wherein R.sup.2, R.sup.3, R.sup.4 and R.sup.5 represent hydrogen, chlorine, bromine, nitro, cyano, carboxyl, methyl, ethyl, propyl, butyl, trifluoromethyl, .beta.-hydroxyethyl, phenyl, alkoxy, chlorophenoxy, alkoxycarbonyl, acetyl, benzoyl, acetylamino, benzoylamino, alkylsulfonyl, phenylsulfonyl, dimethylaminosulfonyl, dibutylaminosulfonyl, diethylaminosulfonyl, dialkylcarbamoyl, and aminocarbonyl under conditions such that at least one of R.sup.2, R.sup.3, R.sup.4 and R.sup.5 is hydrogen, wherein the terms 'alkyl' and 'alkoxy' for the groups of R.sup.1 have from one to six carbon atoms and wherein the terms 'alkyl' and 'alkoxy' for the groups R.sup.2, R.sup.3, R.sup.4 and R.sup.5 have from one to four carbon atoms; X represents hydrogen, chlorine, bromine, iodine and nitro and n represents 0 or an integer from 1 to 3, which is useful for dyeing synthetic fibers, synthetic-semi-synthetic fibers and blends thereof with natural fibers.

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Kawasaki, Japan

Seiichi Imahori