Image-forming material and novel sulfonic acid ester derivative

Radiation imagery chemistry: process – composition – or product th – Imaging affecting physical property of radiation sensitive... – Radiation sensitive composition or product or process of making

Reexamination Certificate

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C430S271100, C430S342000, C430S914000, C430S919000, C430S920000, C430S921000, C430S925000, C430S944000, C430S945000, C430S281100, C430S287100, C558S044000, C558S056000, C558S057000, C558S058000, C544S299000, C544S304000, C544S306000, C544S319000, C546S294000, C548S325100, C548S325500, C548S335100, C548S343500, C252S587000, C526S287000, C526S288000, C526S259000, C526S263000, C526S265000

Reexamination Certificate

active

06562542

ABSTRACT:

FIELD OF THE INVENTION
The present invention relates to an image-forming material utilizing the coloring (or decoloring) reaction with an acid.
Also, the invention relates to an image-forming material having a coloring layer containing an acid-generating agent generating an acid by the action of heat and a compound forming a light-absorption change by the reaction with an acid, having a high sensitivity, and having a good shelf life.
Furthermore, the invention relates to a sulfonic acid ester derivative that is decomposed by the action of heat, light, etc., to generate an acid.
Also, the invention relates to a sulfonic acid ester derivative that is excellent in the shelf life and efficiently generates an acid by the action of heat, light, etc.
Still further, the invention relates to a novel sulfonic acid derivative capable of providing an image-forming material excellent in the sensitivity, the image quality, the shelf life, etc., by using together with a compound causing changes in the light-absorption, the hydrophilic or hydrophobic property, etc., by the reaction with an acid.
BACKGROUND OF THE INVENTION
Sulfonic acid esters have been widely used as various reactants, etc., in organic syntheses. Also, by utilizing the property of a sulfonic acid ester that the ester is decomposed to generate sulfonic acid, the sulfonic acid ester is used as an acid-generating agent in the field of image formation.
As the acid-generating agent, compounds each generating an acid by the action of heat, light, etc., are known and properly used according to the purposes used. In these compounds, in regard to an acid-generating agent upon heating generating an acid by the action of heat, it is necessary that the storage stability of being not decomposed by heat during storage with the passage of time is compatible with the activity for the acid-generating reaction by heat, or if it is insufficient, the distinguishing property of the region received heat or light and the region of not received heat or light is lowered. Hitherto, the investigation of improving the compatibility of this kind of shelf life with the reactivity of the acid-generating agent upon heating has been made, and the outline thereof is summarized in “Yuki Zairyo (Organic materials) for imaging” (1997) edited by Organic Electronics Material Kenkyu Kai (Research Society) (published by Bunshin Shuppan K.K.), but the content is yet very insufficient in the above-described point, and further improvements have been desired.
Also, recently, with the progress of high-output lasers, the investigations of image-recording media of heat mode using these lasers have been actively carried out. A method of generating an acid by irradiating a laser using a high-output laser and forming images by the acid and a dye precursor is disclosed in EP-A-0909656, but in the method, because in the case of using a high-output laser, the surface of an image-recording medium is partially thermally broken (so-called abrasion), a haze is increased and background staining, etc., are caused, there is a restriction in the increase of a reaction temperature. As the result thereof, the compatibility of the reactivity with the storage stability, that is, the distinguishability as a recording material is also insufficient in a recording system using a laser light, and the developments of the image-recording method and materials having the compatibility for practical use have yet become a problem in the field of imaging technology.
SUMMARY OF THE INVENTION
A 1st object of the present invention is to provide a novel image-forming material having a high sensitivity and being excellent in the storage stability.
A 2nd object of the invention is to provide an image-forming material giving a low haze and a good surface state even in the case of forming images using a high-output laser.
A 3rd object of the invention is to provide a sulfonic acid ester derivative, which is decomposed by the action of heat, light, etc., to generate an acid.
A 4th object of the invention is to provide a sulfonic acid derivative that is excellent in the shelf life and efficiently generates an acid by the action of heat, light, etc.
A 5th object of the invention is to provide a novel sulfonic acid derivative capable of providing an image-forming material excellent in the sensitivity, the image quality, the shelf life, etc., by using together with a compound which causes changes of the light-absorption, the hydrophilic of hydrophobic property, etc. by the reaction with an acid.
As the result of various investigations for attaining the above-described 1st and 2nd objects, the present inventor has found sulfonic acid group-containing compounds which are stable during the storage and effectively generates an acid by the action of heat and light and also found that by using the compound as an acid-generating agent, the objects can be attained. That is, it has been found that the above-described 1st and 2nd objects have been attained by the 1st to 6th aspects of the invention shown below.
Furthermore, it has also been found that the above-described 3rd, 4th, and 5th objects has been attained by the sulfonic acid ester derivative described in the 7th to 9th aspects of the invention shown below.
That is, the 1st aspect of the invention is an image-forming material comprising on a support the acid-generating agent represented by following formula (I) generating an acid by the action of heat or a polymer obtained by copolymerizing the acid-generating agent and a compound causing a change in the absorption region of from 360 to 700 nm by an intramolecular or intermolecular reaction by the action of an acid,
wherein R
1
represents an alkyl group, an aryl group, or a heterocyclic group, R
2
and R
3
each independently represents an alkyl group or an aryl group, excluding that R
2
and R
3
are simultaneously aryl groups, R
2
and R
3
may combine to form a ring, and at least one of R
2
and R
3
has a polymerizing unsaturated group.
The 2nd aspect of the invention is the image-forming material as described in the above-described 1st aspect, wherein the acid-generating agent represented by the above-described formula (I) is represented by following formula (II):
wherein R
1
has the same meaning as in the formula (I), X represents an atomic group necessary for forming a ring together with C, and at least one of the atomic group constituting X has a polymerizing unsaturated group.
The 3rd aspect of the invention is the image-forming material as described in the above-described 1st or 2nd aspect, wherein the material comprises a polymer having, as a repeating unit, a partial structure having an acid-generating function obtained by polymerizing the acid-generating agent represented by the formula (I) or (II).
The 4th aspect of the invention is the image-forming material as described in the above-described 3rd aspect, wherein the polymer as described in the 3rd aspect is a polymer represented by following formula (III):
—(A)
x
—(B)
y
—(C)
z
—  (III)
wherein A represents a repeating unit obtained by polymerizing the acid-generating agent represented by the formula (I) or (II), B represents a repeating unit obtained by polymerizing at least one kind of a vinyl monomer having a partial structure causing a change in the absorption region of from 360 to 700 nm by the action of an acid, C represents a repeating unit obtained by polymerizing at least one kind of a vinyl monomer polymerizable with A and B, x, y and z represent mol %, each is 1≦x≦100, 0≦y≦99, 0≦z≦99, and x+y+z=100.
The 5th aspect of the invention is the image-forming material as described in the above-described 1st to 4th aspects, wherein the image-forming material comprises an infrared absorbing dye and forms images by irradiation of an infrared laser light.
The 6th aspect of the invention is the image-forming material as described in the above-described 1st to 5th aspects, wherein the image-forming layer does not comprise therein a silver compound or the salt thereof.
The 7th aspect of the invention is

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