Kanzaki Paper Manufacturing Co., Ltd.

Ricoh Company, Ltd.

Other

Sumitomo Chemical Company, Limited

Sugai Chemical Industry Co., Ltd.

Kanzaki Paper Manufacturing Limited

Mitsuru Kondo

Nobuo Kanda

Hiroshi Iwasaki

Makoto Miyake

Fumio Seyama

Masayuki Omatsu

Naoki Yonese

Fumio Hama

Tetsuo Tsuchida

Shuichi Takahashi

Toshitake Suzuki

Tatsuya Meguro

Haruo Omura

Kiyoshi Yasui

Kazuhiro Yuasa

Tomoyuki Okimoto

Tosaku Okamoto

Tetsuo Shiraishi

Kazuyuki Hara

Yukihiro Abe

Mutsuo Ogawa

Kenji Minami

Takeshi Murakami

Katsuhiko Ishida

Takeshi Kamada

Teijiro Kitao

Shunsuke Shioi

Shinsuke Irii

Yukio Takayama

Seiji Hotta

Akio Noguchi

Tamio Ohori

Kazuyuki Shinmitsu

Shigeo Okamoto

Tetsuro Horiike

Takashi Akamatsu

Akira Konishi

Noboru Furukawa

Takemi Hashimoto

Hironori Fujii

Masatoshi Matsuo

Yukiaki Ito

Koichi Koga

Testsuo Tsuchida

Kimie Tsuboi

Kazuko Hirahara

Hiroshi Twasaki

Isao Yuji

The present invention provides a recording material utilizing the color forming reaction between a colorless or light-colored basic dye and a color acceptor reactive with the dye to form a color and forming on the same or different substrate layer or layers containing the basic dye and the color acceptor conjointly or separately, the recording material being characterized in that the color acceptor is at least one of salicylic acid derivatives represented by the following formula [I] or polyvalent metal salts thereof ##STR1## wherein X is straight-chain or branched-chain C.sub.1.about.12 alkylene or C.sub.5.about.12 cycloalkylene, R is C.sub.1.about.20 alkyl having or not having a substituent or C.sub.2.about.20 alkenyl having or not having a substituent, Y is C.sub.1.about.6 alkyl, C.sub.2.about.6 alkenyl, C.sub.7.about.10 aralkyl or halogen atom, Z is C.sub.1.about.6 alkyl, C.sub.2.about.6 alkenyl, C.sub.7.about.10 aralkyl, C.sub.1.about.6 alkoxyl, cyclohexyl, phenyl, phenoxy or halogen atom, l is an integer of 1 to 3, m is zero or an integer of 1 to 4, n is zero or an integer of 1 to 3.

Recording material

A recording material utilizing the reaction between a colorless or light-colored basic dye and a color acceptor reactive with the basic dye to form a color and forming on the same or different substrate a layer or layers containing the basic dye of the color acceptor conjointly or separately, the recording material being characterized in that the color acceptor is at least one of salicyclic acid derivatives represented by the following formula [I] or polyvalent metal salts thereof ##STR1## wherein Ar, R, X, l and m are defined in the specification.

A heat sensitive recording material comprising a substrate and a heat sensitive recording layer thereon incorporating a colorless or light-colored basic dye and a color acceptor reactive with the dye to form a color when contacted therewith, the recording material being characterized in that, as the color acceptor is used at least one compound of the formula [I] ##STR1## wherein R is an alkylene group having at least one bond selected from the group consisting of ester bond and amido bond in the main chain, R.sub.1 and R.sub.2 are each hydrogen atom, alkyl, cycloalkyl, alkenyl, alkoxyl, hydroxyl or halogen atom.

Heat sensitive recording material

The heat-sensitive record material according to this invention has a heat-sensitive recording layer on a base sheet, which comprises a colorless or pale colored basic chromogenic material and a phenolic compound developing a color by contacting with the chromogenic material. The recording layer comprises, as the basic chromogenic material, at least one fluoran derivative represented by the following formula [I] and at least one phthalide derivative represented by the following formula [II] in a weight ratio of 100:1.about.20; ##STR1## wherein each R.sub.1, R.sub.2 represents alkyl, unsaturated alkyl, cycloalkyl, aryl, aralkyl or tetrahydrofurfuryl, each of which may have at least one substituent selected from the group consisting of halogen, alkyl and alkoxyl, R.sub.1 may cooperate with R.sub.2 to form a ring, each R.sub.3, R.sub.4 represents hydrogen, alkyl, halogen or alkoxyl, P represents hydrogen, halogen, alkyl, alkoxyl, halogenated alkyl, alkoxycarbonyl or dialkylamino, T represents hydrogen, alkyl or halogen, and n represents an integer of 1 to 4, ##STR2## wherein each R.sub.5 .about.R.sub.10 represents hydrogen, C.sub.1 .about.C.sub.6 alkyl, C.sub.3 .about.C.sub.6 unsaturated alkyl, C.sub.5 .about.C.sub.6 cycloalkyl, phenyl, C.sub.7 .about.C.sub.9 aralkyl or tetrahydrofurfuryl, each of which may have at least one substituent selected from the group consisting of halogen, C.sub.1 .about.C.sub.2 alkyl and C.sub.1 .about.C.sub.3 alkoxyl, each pair of R.sub.5 and R.sub.6, R.sub.7 and R.sub.8, and R.sub.9 and R.sub.10 may cooperate to form pyrrolidino ring, piperidino ring, morpholino ring or hexamethyleneimino ring, and Y represents halogen, C.sub.1 .about.C.sub.2 alkyl, C.sub.1 .about.C.sub.2 alkoxyl or C.sub.2 .about.C.sub.3 acyloxy.

Heat-sensitive record material

A process for preparing a diphenylalkene derivative of the formula [II] ##STR1## which comprises oxidizing a diphenylalkanoic acid derivative of the formula [I] ##STR2## wherein R.sub.1 and R.sub.2 are each substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aralkyl or substituted or unsubstituted aryl, R.sub.1 and R.sub.2 may form a heteroring together theirwith or with an adjacent benzene ring, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8, R.sub.9, R.sub.10 and R.sub.11 are each hydrogen atom, halogen atom, substituted or unsubstituted alkyl, substituted or unsubstituted hydroxyl or substituted or unsubstituted amino, R.sub.12 and R.sub.13 are each hydrogen atom or substituted or unsubstituted alkyl, X is carboxyl, amide, ester or halide thereof.

Process for preparing diphenylalkene derivatives

Disclosed is a two-color heat-sensitive recording material which comprises a base sheet and a recording layer of single-layer or multi-layer structure formed on the base sheet, the recording layer comrising:

Two-color heat-sensitive recording material with

In a heat-sensitive recording material comprising on a substrate a recording layer containing a colorless or pale-colored basic dye and an electron accepting reactant material, the heat-sensitive recording material which is characterized in that the basic dye comprises at least one chromeno compound represented by the formula [I] below ##STR1## wherein G and R.sub.1 .about.R.sub.4 are defined in the specification.

Heat-sensitive recording material using chromeno compound

In a heat-sensitive recording material incorporating a colorless or pale-colored basic dye and a color acceptor which is reactive with the dye to form a color when contacted therewith, the recording material characterized in that (a) as the basic dye are used 100 parts by weight of a specific phthalide derivative of the formula [I] and 20 to 100 parts by weight of a specific black color-forming fluoran derivative of the formula [II], (b) as the color acceptor is used a polyvalent metal salt of an aromatic carboxylic acid and (c) a recording sensitizer is further used, and whereby the resulting record images are at least 0.75 in PCS value at 800 nm.

Heat-sensitive recording material

In a heat-sensitive recording material which comprises a substrate and a heat-sensitive recording layer thereon containing a diazonium salt and coupler compound, the heat-sensitive recording material characterized in that the coupler compound comprises at least one compound represented by the formula [I] below ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are each hydrogen atom, halogen atom, alkyl or alkoxyl; R.sub.9 is hydrogen atom or alkyl; X and Y are each hydrogen atom, --OR.sub.10 or --N(R.sub.11)(R.sub.12), R.sub.10, R.sub.11 and R.sub.12 being each hydrogen atom, alkyl, alicyclic group, aryl or aralkyl, these R.sub.10, R.sub.11 and R.sub.12 may have a substituent selected from among halogen atom, alkyl and alkoxy, R.sub.11 and R.sub.12 may link together to form a heteroring, or, one or both of R.sub.11 and R.sub.12 may form a heteroring together with an adjacent benzene ring; n is 0 or 1.

Heat-sensitive diazo recording material with diphenyl alkene coupler

In a heat-sensitive recording material comprising a colorless or pale-colored basic dye and an electron accepting reactant material which is reactive with the basic dye to form a color when contacted therewith, and comprising at least one of the specific phthalide derivatives as the basic dye, the heat-sensitive recording material characterized in that at least one compound selected from the group consisting of the specific fluorene derivatives and the specific p-phenylenediamine derivatives is further contained in the recording material.

A new phthalide derivative useful as a colorless chromogenic material has the general formula: ##STR1## wherein R.sub.1 to R.sub.10, X.sub.1, X.sub.2, Y.sub.1, Y.sub.2, Z, a and b have the same meaning as defined hereinbefore.

Recording system utilizing phthalide derivatives as colorless

Disclosed is a heat-sensitive recording material comprising a base sheet and a heat-sensitive record layer formed over the base sheet and comprising a colorless or pale-colored basic dye and a color developing material capable of forming a color when contacted with the dye, the heat-sensitive recording material being characterized in that the heat-sensitive record layer contains as the color developing material at least one multi-valent metal salt of a halophthalic acid derivative represented by the formula ##STR1## wherein R represents a divalent saturated or unsaturated C.sub.2 -C.sub.12 aliphatic hydrocarbon group which may optionally have a hydroxyl, C.sub.1 -C.sub.3 acyloxy or phenyl group as a substituent or a divalent saturated or unsaturated C.sub.4 -C.sub.6 aliphatic hydrocarbon group containing one or two ether bonds, X is a halogen atom and n is an integer of 1-4.

Disclosed is a heat-sensitive recording material comprising a base sheet and a heat-sensitive record layer formed over the base sheet and comprising a colorless or pale-colored basic dye and a color developing material capable of forming a color when contacted with the dye, the heat-sensitive recording material being characterized in that the heat-sensitive record layer contains as the color developing material at least one multi-valent metal salt of an indole-2-carboxylic acid derivative represented by the formula ##STR1## wherein R.sub.1 through R.sub.6 are hydrogen or other substituent. The heat-sensitive recording material is resistant to plasticizer and diazo developer, and also is suitable for high-speed recording.

An improved heat sensitive recording sheet having a wealth of high speed recording characteristics and remarkably improved resistances against plasticizers and against diazo developers which contain at least a 3,4-dihydroxydiphenyl sulfone derivative.

Heat sensitive recording sheets containing sulfone derivatives

A new phthalide derivative useful as a colorless chromogenic material has the following formula: ##STR1## wherein A and n have the same meaning as defined hereinbefore.

Phthalide derivatives useful as colorless chromogenic material

Growing community of inventors

Hyogo, Japan

Mitsuru Kondo