Radiation imagery chemistry: process – composition – or product th – Microcapsule – process – composition – or product
Reexamination Certificate
2002-09-26
2004-06-29
Huff, Mark F. (Department: 1752)
Radiation imagery chemistry: process, composition, or product th
Microcapsule, process, composition, or product
C430S281100, C430S282100, C430S283100, C430S285100, C430S286100
Reexamination Certificate
active
06756177
ABSTRACT:
BACKGROUND OF THE INVENTION
1. Field of Invention
The present invention relates to a novel photopolymerizable composition and a recording material and, more particularly, to a pyrimidine type photopolymerizable composition using an organic dye which is highly sensitive to a laser and has a superior storage stability before use, and a recording material which can be favorably used in a broad variety of fields, such as inks, color filters, holograms, proofs, sealants, adhesives, planography, resin letterpresses, and photoresists.
2. Description of the Related Art
A photopolymerizable composition, basically comprising a photopolymerization initiator and an addition-polymerizable compound (hereinafter also referred to as a “polyfunctional monomer”) containing at least two ethylenically unsaturated bonds in a molecule, is cured, changes tackiness, and becomes insoluble in a solvent when irradiated with light. Making use of these characteristics, the photopolymerizable composition is broadly used in, for example, photography, printing, metal surface treatments, and inks. Function and application examples of the photopolymerizable compound have been described in a number of published documents. For example, detailed description thereof can be found on pp. 158-193 of “
Light Sensitive Systems
” by J. Kosar (J. Wiley & Sons, New York, 1965) and on pp. 181-222 of “
Imaging Systems
” by K. I. Jacobson and R. E. Jacobson (J. Wiley & Sons, New York, 1976).
Further, in recent years, an image forming system utilizing a photosensitive microcapsule, i.e., a microcapsule that encapsules the photopolymerizable composition has been proposed as an image forming method utilizing the photopolymerizable composition. For example, Japanese Patent Application Laid-Open (JP-A) Nos. 57-124343, 57-179836, and 57-197538, describe a method for forming a dye image including the steps of exposing to light a color forming sheet on which the microcapsules encapsulating a dye and the photopolymerizable composition, which comprises a vinyl compound and a photopolymerization initiator, has been coated, laminating an image receiving sheet on the thus-exposed color forming sheet, and applying pressure to the entire resulting laminate.
Further, JP-A Nos. 3-87827 and 4-211252 disclose a photosensitive thermal color-forming recording material containing two components, of which one component is microencapsulated and the other component is either a curable compound of a photocurable composition or included outside of the microcapsules together with the photocurable composition. In the case of the latter recording material, a photosensitive thermal recording material provided with a layer comprising microcapsules, which encapsulate an electron donating colorless dye, and a photocurable composition which is included outside of the microcapsules and contains an electron accepting compound, a polymerizable vinyl monomer and a photopolymerization initiator, is illustrated.
Such a recording material utilizing the photopolymerizable composition as described above is particularly advantageous from an environmental standpoint since the recording material is capable of performing image recording by a completely dry process without using a developing liquid or the like and, accordingly, generates no waste.
Further, when performing image recording on the photosensitive recording material, the possibility of utilizing not only ultraviolet light and short-wavelength visible light, but also a low-cost infrared laser and light in the range from blue to red is advantageous. However, there are many recording materials utilizing the photopolymerizable composition that are sensitive to ultraviolet light but not sensitive or not sufficiently sensitive to light in the range from visible light to infrared light. As a result, there are cases in which a formed image is not sharp or a contrast between an image portion and a non-image portion is deteriorated, and thus further enhancement of sensitivity has been desired.
In order to enhance sensitivity to light for image recording (writing), a spectral sensitizing dye is generally used in these recording materials. As a result, exposing the recording materials again after a recorded image is obtained to light that the dye can absorb in order to decompose the dye and thereby discolor a hue that the dye remaining in the recording material exhibits has been known. However, there are some cases in which such decoloration can not be sufficiently performed whereby there are problems, for example, in that, due to partially remaining color, sharpness of hue or contrast is deteriorated and it takes a prolonged period of time to carry out the decoloring. Hence, further improvements are desired.
SUMMARY OF THE INVENTION
The present invention has a problem to solve the above-described problems of the prior art and attain objects. described below.
Namely, the object of the present invention is to provide a photopolymerizable composition which is sensitive not only to ultraviolet light, but also from visible light to infrared light in a high sensitive manner. Another object of the present invention is to provide a recording material which is capable of performing a high sensitive image recording by using not only the ultraviolet light but also from the visible light to the infrared light, is excellent in a decoloring property of a non-image portion (base portion), and can form a sharp high-contrast image either in black-and-white or color in a completely dry processing system which does not require a need for use of a developing liquid and, accordingly, does not generate wastes.
The above-described problems are solved by provision of the photopolymerizable composition and the recording material described below.
An aspect of the present invention is a photopolymerizable composition, comprising a polymerizable compound having an ethylenically unsaturated bond, a compound represented by the following general formula (I), and a radical generating agent capable of generating a radicals by interacting with the compound represented by the general formula (I):
wherein, in the general formula (I), R
1
, R
2
, and R
3
each individually represent a hydrogen atom or a monovalent substituent;
R
4
represents at least one member selected from the group consisting of a hydrogen atom, an aliphatic group, an aromatic group, and a heterocyclic group;
Z
1
represents a substituent necessary for allowing the compound expressed by the general formula (1) to become a dye; and
X
−
represents a group capable of forming an anion.
An another aspect of the present invention is the photopolymerizable composition, wherein the radical generating agent is an organic boron compound.
An another aspect of the present invention is the photopolymerizable composition, wherein the organic boron compound is a compound represented by the following general formula (II):
wherein, in the general formula (II), R
a
1
, R
a
2
, R
a
3
, and R
a
4
each individually represent at least one member selected from the group consisting of: an aliphatic group, an aromatic group, a heterocyclic group, and Si(R
a
5
)(R
a
6
)—R
a
7
, wherein R
a
5
, R
a
6
, and R
a
7
each individually represent at least one of an aliphatic group and an aromatic group; and
G
−
represents a group capable of forming a cation.
An another aspect of the present invention is a recording material comprising a support and a first recording layer provided thereon, the first recording layer comprising the photopolymerizable composition.
An another aspect of the present invention is the recording material wherein the radical generating agent is an organic boron compound.
An another aspect of the present invention is the recording material wherein the organic boron compound is a compound represented by the general formula (II).
An another aspect of the present invention is the recording material wherein the recording layer further comprises at least a color forming component A, and a color forming component B having a portion which allows color to be formed by reacting with the c
Matsumoto Hirotaka
Takashima Masanobu
Washizu Shintaro
Huff Mark F.
Walke Amanda C.
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