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
2002-02-01
2004-11-30
Thornton, Yvette C. (Department: 1752)
Radiation imagery chemistry: process, composition, or product th
Imaging affecting physical property of radiation sensitive...
Radiation sensitive composition or product or process of making
C430S270180, C430S270200, C430S138000, C428S064200
Reexamination Certificate
active
06824953
ABSTRACT:
BACKGROUND OF THE INVENTION
1. Field of the Invention
The present invention relates to a photopolymerizable composition and a recording material which are both novel. More specifically, the invention relates to such a photopolymerizable composition and a recording material favorable for use in, for example, inks, color filters, holograms, proofs, sealants, adhesives, lithographic prints, resin relief prints, and photoresists.
2. Description of the Related Art
A photopolymerizable composition basically comprises a photopolymerization initiator and an addition-polymerizable compound containing at least 2 ethylenic unsaturated bonds in one molecule (this is hereinafter referred to as a “polyfunctional monomer”). The photopolymerizable composition hardens, when exposed to light, and its cohesiveness changes and it thus becomes insoluble in solvents. In order to take advantage of these properties, the composition is widely utilized in, for example, photographs, prints, metal surface processing techniques and inks. The functions and the applications of such a photopolymerizable compositions are described in various publications.
They are described in detail, for example, in J. Kosar's
Light Sensitive Systems
(J. Wiley & Sons, New York, 1965, pp. 158-193); and K. I. Jacobson & R. E. Jacobson's
Imaging Systems
(J. Wiley & Sons, New York, 1976, pp. 181-222).
In recent years, an image formation system utilizing photosensitive microcapsule in which a photopolymerizable composition is contained has been proposed. For example, JP-A 57-124343, 57-179836 and 57-197538 disclose a method of forming color images, which comprises exposing a color-forming sheet (which is coated with microcapsules that contain a photopolymerizable composition comprising a vinyl compound and a photopolymerization initiator, and a dye) to light, then superposing an image-receiving sheet onto it, and applying pressure to thereby form a color image on the image-receiving sheet.
JP-A 3-87827 and 4-211252 disclose a photosensitive thermal recording material for color image formation thereon, which contains two components and in which one of the two components is encapsulated in microcapsules and the other is a curable compound of a photocurable composition. The second component may also be outside the microcapsules along with a photocurable composition. One example of the photosensitive thermal recording material disclosed in the latter has a layer that contains microcapsules of an electron-donating leuco-dye, and contains, outside the microcapsules, a photocurable composition that comprises an electron-receiving compound, a polymerizable vinyl monomer and a photopolymerization initiator.
As mentioned above, the recording material comprising a photopolymerizable composition can be processed for image formation thereon in a complete dry system not requiring developer and thus not producing waste, and is therefore very favorable in view of protection of the environment.
In image formation on such photosensitive recording materials, using not only UV rays and short-wave visible rays but also inexpensive IR lasers and blue to red rays, if possible, is desired. However, most recording materials that comprise a conventional photopolymerizable composition are sensitive to UV rays but not to rays in the visible to IR range, and even if they are sensitive also to rays in the visible to IR range, their sensitivity is insufficient. As a result, the images formed on them are often blurred, and the contrast between the image area and the non-image area therein is often low. Therefore, it is desired to further increase the sensitivity of conventional recording materials.
In general, spectral sensitizing dyes are used in these recording materials for enhancing the sensitivity of the materials to light to which they are exposed for image recording (writing) thereon. However, after images have been recorded on them through exposure to light, the materials are again exposed to light which the dyes therein can absorb and by which the dyes are photodecomposed so that their colors are completely erased from the image-recorded materials. Namely, the recording materials containing such spectral sensitizing dyes are required to have the ability to erase the colors of the dyes in order that sharp and high-contrast images can be formed on them.
SUMMARY OF THE INVENTION
The present invention is to solve the prior-art problems mentioned above, and to attain the objects mentioned below.
Specifically, one object of the invention is to provide a photopolymerizable composition highly sensitive to not only UV rays but also rays in the visible to IR range.
Another object of the invention is to provide a recording material which is capable of highly sensitive image recording using not only UV rays but also rays in the visible to IR range and which is processable in a completely-dry system which does not require developer and does not produce waste, and in which the colors in its non-image area (background area) can be erased and on which sharp and high-contrast black-and-white or color images can be formed.
The means of the invention for solving the problems mentioned above are as follows.
The invention provides a photopolymerizable composition that comprises a polymerizable compound having an ethylenic unsaturated bond, a compound of the following general formula (1), and a radical generator capable of interacting with the compound of formula (1) to generate a radical:
wherein R
1
and R
2
each independently represents an aliphatic group or an aromatic group; R
3
represents a group of the following formula:
R
4
represents an aliphatic group or an aromatic group; R
5
represents a hydrogen atom, an aliphatic group, an aromatic group, or a heterocyclic group; L
1
, L
2
, L
3
and L
4
each independently represents a substituted or unsaturated methine group, and in the case where L
1
, L
2
, L
3
and L
4
each represents a methine group having a substituent, the substituents may be bonded to each other to form an unsaturated aliphatic ring or an unsaturated hetero ring; Z
1
, Z
2
and Z
3
each independently represents an atomic group which forms a 5-membered nitrogen-containing hetero ring, and the nitrogen-containing hetero ring may be condensed with any of an aromatic ring or a hetero ring, and the nitrogen—containing hetero ring as well as the aromatic ring and the hetero ring, if condensed with the nitrogen-containing hetero ring, may be substituted or unsubstituted; and X
−
represents a group which forms an anion.
In one embodiment of the photopolymerizable composition of the invention, the compound of formula (1) is any one of a compound of the following general formula (2) and a compound of the following general formula (3):
wherein R
21
, R
22
and R
23
each independently represents an aliphatic group or an aromatic group; R
24
represents a hydrogen atom, an aliphatic group, an aromatic group or a heterocyclic group; L
21
, L
22
, L
23
and L
24
each independently represents a substituted or unsubstituted methine group; Y
21
, Y
22
and Y
23
each independently represents —CR
25
R
26
—, —NR
27
—, —O—, —S—, —Se— or —Te—; R
25
, R
26
and R
27
each independently represents a hydrogen atom, an aliphatic group or an aromatic group; R
25
and R
26
may be atomic groups bonded to each other to form a ring; the benzene rings Z
21
, Z
22
and Z
23
may be condensed with other benzene rings; the benzene rings Z
21
, Z
22
and Z
23
as well as the other benzene rings, if any, which are condensed with the benzene rings Z
21
, Z
22
and Z
23
maybe substituted or unsubstituted; and X
−
represents an anion.
In another embodiment of the invention, the photopolymerizable composition comprises a polymerizable compound having an ethylenic unsaturated bond, a compound of the following general formula (4), and a radical generator capable of interacting with the compound of formula (4) to generate a radical:
wherein R
11
and R
12
each independently represents an aliphatic group or an aromatic group; R
13
represents a group o
Fukushige Yuuichi
Takashima Masanobu
Fuji Photo Film Co. , Ltd.
Sughrue & Mion, PLLC
Thornton Yvette C.
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