Developer composition and heat sensitive recording material

Record receiver having plural interactive leaves or a colorless – Having a colorless color-former – developer therefor – or... – Identified organic electron acceptor other than phenolic resin

Reexamination Certificate

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C106S031180, C427S150000

Reexamination Certificate

active

06579829

ABSTRACT:

BACKGROUND OF THE INVENTION
1. Field of the Invention
The present invention relates to a developer composition and a heat-sensitive recording material containing the same.
2. Prior Art of the Invention
Conventionally, heat-sensitive recording materials utilizing a coloration reaction of an electron donative, color forming compound with an electron acceptor compound (developer) have been well know, for example, in Japanese Patent SHO 43-4160 and 45-14039. Heat sensitive recording materials are less expensive and recording equipment has an advantage of compactness and maintenance-free, and thus the recording system is widely used in the field of a facsimile machine, recorder and printer. Recently, the application field of heat sensitive recording materials has been further extended and diversified, and spreaded out into uses under more harsh environments such as labels and prepaid cards.
However, when conventionally known 2,2-bis(4′-hydroxyphenyl)propane (“bisphenol A”) or benzyl 4-hydroxybenzoate is used for the electron acceptor compound, the resultant heat sensitive recording material cannot give satisfactory color concentration in high speed recording or has disadvantages that undeveloped portions are remarkably stained (soil) or developed images are faded under harsh environments, for example, in contact with oil, solvent, fat, fluorescent pens and other writing tools, or in high humidity surroundings.
In recent years, 2,2-bis(4′-hydroxyphenyl)propane (“bisphenol A”) which has been most commonly used for a developer due to a low price is pointed out problems on safety in view of environmental hormone.
Under such conditions, a heat sensitive recording material (heat sensitive recorder) which uses a phenol derivative having a sulfonamide structure has been proposed as an electron acceptor compound having excellent color concentration and additional improvements on the above disadvantages, for example, in Japan Patent HEI 2-25354, 5-13071 and 8-2697.
The phenol derivative having the sulfonamide structure is an electron acceptor compound exerting very excellent properties. However, it has been found that the atomized aqueous dispersion of the phenol derivative is lacking in stability and leads to coloration and that the heat sensitive recording material prepared from the aqueous dispersion is disadvantageous in a low degree of whiteness on the undeveloped portion before recording.
Consequently, it has been strongly demanded to improve these drawbacks without eliminating the excellent properties of the phenol derivative having the sulfonamide structure and to develop a phenol derivative having a sulfonamide structure and a heat sensitive recording material using said electron acceptor compound which have improved stability of aqueous dispersion and increased whiteness of the undeveloped portion.
SUMMARY OF THE INVENTION
The object of the present invention is to provide a novel developer composition (particularly a developer composition for a heat sensitive recording material) which comprises a phenol derivative having a sulfonamide structure and is excellent in preservation stability of the atomized aqueous dispersion, and further to provide a heat sensitive recording material which is prepared from the developer composition, has a high color concentration, and is also excellent in whiteness before recording.
As a result of an intensive investigation in order to realize the above demands, the present inventors have found that an excellent heat sensitive recording material can be obtained by using an electron accepting developer composition comprising one or more constituents selected from the compound represented by the formula (1) and one or more constituents selected from a polyvalent metal compound, antioxidant and reducing agent. Thus the present invention has been completed.
That is, the aspects of the invention are illustrated by the items below.
1) A developer composition comprising one or more compounds represented by the formula (1)
wherein X1 is a hydrogen or halogen atom, an alkyl, alkoxy or hydroxyl group, Z1 is a hydrogen atom or alkyl group, and R1 is an unsubstituted or substituted alkyl or aryl group, and one or more constituents selected from a polyvalent metal compound. antioxidant and reducing agent.
2) A developer composition according to item 1 wherein the composition comprises 0.1 to 5 parts by weight of one or more constituents selected from a polyvalent metal compound, antioxidant and reducing agent for 100 parts by weight of one or more compounds represented by the formula (1).
3) A developer composition comprising one or more compounds represented by the formula (1) and one or more constituents selected from a polyvalent metal compound.
4) A developer composition according to item 3 wherein the composition comprises 0.1 to 5 parts by weight of one or more constituents selected from a polyvalent metal compound for 100 parts by weight of one or more compounds represented by the formula (1).
5) A developer composition according to one of item 1 to item 4 wherein the polyvalent metal compound is zinc sulfate.
6) A heat sensitive recording material equipped on a carrier with a heat sensitive recording layer comprising an electron donative, color forming compound and an electron acceptor compound wherein said electron acceptor compound is a developer composition according to one of item 1 to item 5.
7) A heat sensitive recording material according to item 6 wherein the heat sensitive recording layer comprises additionally a heat fusible compound.
8) A heat sensitive recording material according to item 6 or item 7 wherein the heat sensitive recording layer comprises additionally an ultraviolet absorber.
9) A heat sensitive recording material according to one of item 6 to item 8 wherein the heat sensitive recording layer comprises additionally a hindered phenol compound.
10) A heat sensitive recording material according to one of item 6 to item 9 wherein the heat sensitive recording layer comprises additionally a binder.
11) A heat sensitive recording material according to one of item 6 to item 10 wherein the heat sensitive recording layer comprises additionally a pigment.
12) A heat sensitive recording material according to item 11 wherein the pigment has oil absorption of 50 ml/100 g or more in accordance with JIS K-5101.
13) A heat sensitive recording material according to one of item 6 to item 12 wherein an under-coat layer is additionally installed between the carrier and the heat sensitive recording layer.
14) An aqueous dispersion obtained by atomized aqueous dispersing of the developer composition according to one of item 1 to item 5.
The invention can provide a novel developer composition which comprises a phenol derivative having a sulfonamide structure and is excellent in preservation stability of the atomized aqueous dispersion and further can provide a heat sensitive recording material which is prepared from the developer composition, has a high color concentration and is also excellent in whiteness before recording.
PREFERRED EMBODIMENT OF THE INVENTION
The present invention will hereinafter be illustrated further in detail.
The representative developer compositions which can be used in the invention include compositions comprising one or more compounds represented by the formula (1) and one or more constituents selected from a polyvalent metal compound, antioxidant and reducing agent.
wherein X
1
is a hydrogen or halogen atom, an alkyl, alkoxy or hydroxyl group, Z
1
is a hydrogen atom or alkyl group, and R
1
is an unsubstituted or substituted alkyl or aryl group.
In the compound represented by the formula (1),
X
1
is a hydrogen or halogen atom, an alkyl, alkoxy or hydroxyl group, preferably a hydrogen or halogen atom, for example, fluorine, chlorine or bromine atom, a C
1
to C
6
alkyl group, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, n-hexyl, cyclopentyl or cyclohexyl group, a C
1
to C
6
alkoxy group, for example, methoxy, ethoxy, n-propoxy, n-butoxy, iso-butoxy, n-pentyloxy,

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