Mitsubishi Gas Chemical Company, Inc.

Akebono Research and Developement Centre Ltd.

Mitsubishi Gas Chemical Company Co., Inc.

Hitoshi Sakamoto

Takashi Kojima

Kazuto Ikemoto

Koichi Kanno

Yuzuru Takahashi

Ryuji Fujiura

Nobuyuki Koike

Tatsuya Hasegawa

Isao Mochida

Jitsuo Oishi

Yukio Sakai

Yasuhiro Hirai

Hajime Shimizu

Junichi Edahiro

Takahumi Yoshimura

Kyoko Shibahara

Takaaki Higashiizumi

Masahiko Nakano

Hirotaka Tsuruya

Nobuo Kamioka

Hiroshi Tokumura

Yuzuru Takahasi

Isao Machida

The present invention relates to a compound represented by the formula (A) or (B), or a salt thereof capable of improving a red color of pyrroloquinoline quinone (PQQ) and obtaining functions of original PQQ, and to a method of efficiently manufacturing the compound. wherein R is an alkyl group, a hydroxyalkyl group, a dihydroxyalkyl group, or an alkoxyalkyl group.

Pyrroloquinoline quinone alcohol adduct

A crystal of pyrroloquinoline quinone disodium salt having peaks at 2&#x3b8; of 9.1&#xb0;, 10.3&#xb0;, 13.8&#xb0;, 17.7&#xb0;, 18.3&#xb0;, 24.0&#xb0;, 27.4&#xb0;, 31.2&#xb0; and 39.5&#xb0; (&#xb1;0.2&#xb0; for each) in powder X-ray diffractometry using Cu K&#x3b1; radiation, or a crystal of pyrroloquinoline quinone trisodium salt having peaks at 2&#x3b8; of 6.6&#xb0;, 11.4&#xb0;, 13.0&#xb0;, 22.6&#xb0;, 26.9&#xb0;, 27.9&#xb0;, 37.0&#xb0;, 38.9&#xb0; and 43.4&#xb0; (&#xb1;0.2&#xb0; for each) in powder X-ray diffractometry using Cu K&#x3b1; radiation.

Crystals of pyrroloquinolinequinone sodium salts

An object of the present invention is to provide a novel pyrroloquinoline quinone disodium crystal having excellent dispersibility in solvents and excellent permeability through skin, and a method for producing the pyrroloquinoline quinone disodium crystal with high efficiency. According to the present invention, provided are a novel pyrroloquinoline quinone disodium crystal which is produced by drying a crystal produced under specified conditions through a drying means such as lyophilization, ambient drying and vacuum drying, and a method for producing the pyrroloquinoline quinone disodium crystal.

Pyrroloquinoline quinone disodium salt crystal and method for producing the same

A carbon material for electric double layer capacitor electrodes which is obtained by a heat treatment and an activation treatment of a material pitch having a softening point in a range of 150 to 350&#xb0; C., a ratio of amounts by atom of hydrogen to carbon (H/C) in a range of 0.50 to 0.90 and a content of optically anisotropic components of 50% or greater. The material pitch is preferably a synthetic pitch obtained by polymerizing a condensed polycyclic hydrocarbon such as naphthalene, methylnaphthalene, anthracene, phenanthrene, acenaphthene, acenaphthylene and pyrene in the presence of an ultra-strong acid catalyst such as a hydrogen fluoride-boron trifluoride complex. Electric double layer capacitors having a high electrode density and a high electrostatic capacity per unit volume can be constructed using the carbon material.

Carbon material for electric double layer capacitor electrodes

A carbonaceous material for use as an anode material in secondary batteries using non-aqueous solvent comprises a material obtained by calcining a solid, the solid, in turn, being obtained by heating tar and/or pitch with furfural in the presence of an acid catalyst, the use of the resulting anode material imparting to the battery a relatively large capacity while having only a small irreversible capacity loss in the first cycle.

Anode material for non-aqueous lithium secondary batteries, a method for the production thereof, and batteries using such anode materials

A method for preparing a modified optically isotropic pitch comprising, preparing a synthetic pitch by reacting a member selected from the group consisting of a conjugated polycyclic hydrocarbon containing a low molecular weight alkyl group or a material containing such a substituted hydrocarbon in the presence of hydrofluoric acid/boron trifluoride, and treating the synthetic pitch by passing an oxidizing gas through the synthetic pitch at elevated temperatures.

Method for producing isotropic pitch, activated carbon fibers and carbon materials for non-aqueous secondary battery anodes

Method for producing isotropic pitch, activated carbon fibers and carbon

Self-adhesive carbonaceous grains for use in the manufacture of high-density and high-strength carbon artifacts containing 0.5-1.5 wt % of a quinoline-soluble but pyridine-insoluble component and at least 97 wt % of a quinoline-insoluble component and which are prepared by heat-treating in a nonoxidizing atmosphere a mesophase pitch that is obtained by polymerizing condensed polycyclic hydrocarbons or substances containing them in the presence of a superacid consisting of hydrogen fluoride and boron trifluoride. The carbonaceous grains are molded and the mold is baked at a sufficient temperature to achieve its carbonization, with the heating rate being not more than 20.degree. C./h in the temperature range from 400 .degree. to 600.degree. C. In this way, high-density and high-strength carbon artifacts showing a homogeneous fine mosaic texture of optical anisotropy can be efficiently manufactured in high carbon yield.

Process for producing high-density and high-strength carbon artifacts

Self-adhesive carbonaceous grains for use in the production of high density carbon artifacts and high performance carbon-carbon composites are made by processes such as oxidation and heat treatment of specific mesophase pitches. The present carbonaceous grains exhibit excellent binding properties, shape stability when molded, and high density with higher carbonization yield, providing very high strength artifacts when their properties fall within the specific range of properties defined by their H/C and O/C values. High density carbon artifacts can be easily obtained by molding the grains and carbonizing or graphitizing the same.

Self-adhesive carbonaceous grains and high density carbon artifacts

Self-adhesive carbonaceous grains for use in the manufacture of high-density and high-strength carbon artifacts containing 0.5-1.5 wt % of a quinoline-soluble but pyridine-insoluble component and at least 97 wt % of a quinoline-insoluble component and which are prepared by heat-treating in a nonoxidizing atmosphere a mesophase pitch that is obtained by polymerizing condensed polycyclic hydrocarbons or substances containing them in the presence of a superacid consisting of hydrogen fluoride and boron trifluoride. The carbonaceous grains are molded and the mold is baked at a sufficient temperature to achieve its carbonization, with the heating rate being not more than 20.degree. C./h in the temperature range from 400.degree. to 600.degree. C. In this way, high-density and high-strength carbon artifacts showing a homogeneous fine mosaic texture of optical anisotropy can be efficiently manufactured in high carbon yield.

Self-adhesive carbonaceous grains and process for producing high-density

The improved composition for use in the production of composite carbon materials comprises a mesophase pitch containing at least 80% of an optical anisotropic phase and having a softening point of no higher than 250.degree. C., and sulfur present in an amount of 6-35 parts by weight per 100 parts by weight of said mesophase pitch. Said composition may be heated together with an aggregate and subsequently shaped to yield a composite carbon material. The improved process for producing a composite carbon material comprises impregnating an aggregate with said composition as it is melted, shaping the mixture in a temperature range of 150.degree.-350.degree. C, and then carbonizing the shaped part.

Composition for use in the production of composite carbon materials,

A process for producing a friction material under low-temperature conditions using, as a reinforcement, one or more fibers selected from a metal fiber, an organic fiber and an inorganic fiber and, as a binder, a compounded pitch that consists of a mesophase pitch and sulfur and/or an aromatic nitro compound. The content of an optically anisotropic phase in the mesophase pitch is at least 80% and the softening point of the mesophase pitch is not higher than 270.degree. C. The friction material produced exhibits consistent friction characteristics over a broad temperature range.

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Niigata, Japan

Hitoshi Sakamoto