Radiation imagery chemistry: process – composition – or product th – Radiation modifying product or process of making – Screen other than for cathode-ray tube
Reexamination Certificate
2001-08-08
2003-11-25
McPherson, John A. (Department: 1756)
Radiation imagery chemistry: process, composition, or product th
Radiation modifying product or process of making
Screen other than for cathode-ray tube
C430S270100, C349S106000, C106S480000, C106S494000, C106S496000
Reexamination Certificate
active
06653031
ABSTRACT:
BACKGROUND OF THE INVENTION
The present invention relates to photosensitive coloring compositions. More specifically, it relates to a photosensitive coloring composition comprising a specific pigment, namely C.I. pigment yellow 150, other pigments, a (meth)acrylic resin, a solvent, a polyfunctional monomer, and a photopolymerization initiator.
Photosensitive coloring compositions comprising pigments as coloring agents are useful as colored image forming materials and are utilized in various technical fields such as liquid crystal color displays.
A colored image is formed by applying such a photosensitive coloring composition onto a substrate, drying the solvent comprised therein to form a colored layer and then subjecting the colored layer to exposure to light and development. The colored layer needs to be soluble in an aqueous alkaline solution because the development process uses such an aqueous alkaline solution as a developer. For this reason, a binder resin having an acidic group is used in the photosensitive coloring composition.
For instance, a photosensitive coloring composition comprising an acrylic resin having polymerization units derived from benzyl (meth)acrylate (a) and (meth)acrylic acid (B) wherein the molar ratios of respective monomers are (a) 50 to 90 and (B) 10 to 50 as a binder resin, and C.I. pigment yellow 139 or the like as a coloring agent, has been proposed (JP-A-10-20485).
In the case where a photosensitive coloring composition containing C.I. pigment yellow 150 as a coloring agent is used, an image with superior sharpness does not always result. Hence, a problem arises that a color filter with high uniformity, low surface coarseness and high coloring power is not always obtained.
As a result of repeated intensive study of C.I. pigment yellow 150 pursued by the inventors of the present invention in view of the foregoing circumstances, it has been discovered that use of a photosensitive coloring composition containing a specific C.I. pigment yellow 150 makes it possible to form images having superior sharpness and to steadily provide color filters having high uniformity, low surface coarseness and high coloring power. The inventors of the present invention have completed the present invention by having various additional considerations of this discovery.
SUMMARY OF THE INVENTION
Accordingly, the present invention provides a practically excellent photosensitive coloring composition comprising C.I. pigment yellow 150 which yields an extract in an amount of 1% by weight or less when subjected to extraction with tetrahydrofuran, other pigments, a solvent, a (meth)acrylic resin, a polyfunctional monomer, and a photopolymerization initiator.
DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
The photosensitive coloring composition is characterized that a specific C.I. pigment yellow 150 is used as a coloring agent. The specific C.I. pigment yellow 150 yields an extract in an amount of 1% by weight or less when subjected to extraction with tetrahydrofuran (hereinafter abbreviated as “THF”). Preferably, the specific C.I. pigment yellow 150 yields an extract in an amount of 0.8% by weight or less when subjected to extraction with THF. As used herein, the extract yielded by extraction with THF means an extract resulting when C.I. pigment yellow 150 is subjected to extraction with THF having a weight 20 to 30 times as large as the weight of the C.I. pigment yellow 150.
The other pigment used in the present invention is not particularly limited. Examples thereof include:
yellow pigments such as C.I. pigment yellow 20, C.I. pigment yellow 24, C.I. pigment yellow 42, C.I. pigment yellow 43, C.I. pigment yellow 83, C.I. pigment yellow 86, C.I. pigment yellow 93, C.I. pigment yellow 109, C.I. pigment yellow 110, C.I. pigment yellow 117, C.I. pigment yellow 125, C.I. pigment yellow 137, C.I. pigment yellow 138, C.I. pigment yellow 139, C.I. pigment yellow 155, C.I. pigment yellow 157, C.I. pigment yellow 185, C.I. pigment yellow 147, C.I. pigment yellow 148, C.I. pigment yellow 153, C.I. pigment yellow 154, C.I. pigment yellow 166, and C.I. pigment yellow 168;
Orange pigments such as C.I. pigment orange 36, C.I. pigment orange 41, C.I. pigment orange 43, C.I. pigment orange 51, C.I. pigment orange 55, C.I. pigment orange 59, C.I. pigment orange 61, C.I. pigment orange 71, and C.I. pigment orange 73;
red pigments such as C.I. pigment red 9, C.I. pigment red 88, C.I. pigment red 97, C.I. pigment red 101, C.I. pigment red 101:1, C.I. pigment red 122, C.I. pigment red 123, C.I. pigment red 144, C.I. pigment red 149, C.I. pigment red 166, C.I. pigment red 168, C.I. pigment red 175, C.I. pigment red 176, C.I. pigment red 177, C.I. pigment red 179, C.I. pigment red 180, C.I. pigment red 185, C.I. pigment red 190, C.I. pigment red 192, C.I. pigment red 209, C.I. pigment red 215, C.I. pigment red 216, C.I. pigment red 217, C.I. pigment red 220, C.I. pigment red 223, C.I. pigment red 224, C.I. pigment red 240, C.I. pigment red 242, C.I. pigment red 254, C.I. pigment red 257, C.I. pigment red 260, C.I. pigment red 264, C.I. pigment red 270, C.I. pigment red 271, C.I. pigment red 272, and C.I. pigment red 48:1;
violet pigments such as C.I. pigment violet 15, C.I. pigment violet 19, C.I. pigment violet 23, C.I. pigment violet 29, C.I. pigment violet 30, C.I. pigment violet 37, C.I. pigment violet 40, and C.I. pigment violet 50;
blue pigments such as C.I. pigment blue 15, C.I. pigment blue 15:2, C.I. pigment blue 15:4. C.I. pigment blue 15:6, C.I. pigment blue 16, C.I. pigment blue 22, C.I. pigment blue 27, C.I. pigment blue 29, C.I. pigment blue 60, and C.I. pigment blue 64; and
green pigments such as C.I. pigment green 7 and C.I. pigment green 36.
The amount of the extract extracted with THF from each of the other pigments is preferably 1% by weight or less, more preferably 0.8% by weight or less.
The extract resulting when the C.I. pigment yellow 150 is subjected to extraction with THF comprises a higher fatty acid having about 12 to 20 carbon atoms, or a salt thereof, an ester thereof with an alcohol having about 1 to 20 carbon atoms, and the like. The amount of these substances is preferably 1% by weight or less more preferably 0.8% by weight or less.
The total content of the C.I. pigment yellow 150 and other pigments in the photosensitive coloring composition is usually 5% to 80% by weight, preferably 10% to 70% by weight relative to the total amount of solid contents.
As the (meth)acrylic resin used as a binder in the present invention, one having polymerization units derived from benzyl (meth)acrylate (a) and (meth)acrylic acid (B) is usually used. The molar ratio (a):(B) of the monomers is usually 50 to 90:10 to 50, preferably 60 to 65:15 to 40. If the blending ratio of (B) is more than 50, the resulting dispersion exhibits increased viscosity and hence has an inferior dispersion property, tending to form an image having an image-forming portion having lowered resistance against an alkaline developer. If it is less than 10, the resulting dispersion also exhibits an inferior dispersion property, tending to form an image having a non image-forming portion having poor solubility with respect to the alkaline developer.
The polystyrene-converted molecular weight of such a resin is preferably 5,000 to 300,000. If its molecular weight is more than 300,000, the resulting dispersion exhibits increased viscosity and hence tends to have a difficulty in uniform application thereof. If it is less than 5,000, the resulting dispersion exhibits too decreased viscosity and hence also tends to have a difficulty in uniform application thereof.
In preparing the acrylic resin of the composition described above, other additional monomers can be used. Examples of such monomers include phenyl acrylate, acrylonitrile, vinyl acetate, N-vinylpyrrolidone, 2-hydroxyethyl methacrylate, 2-hydroxyethyl acrylate, 2-ethylhexyl acrylate, nonylphenylcarbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, methyl methacrylate, styrene, and maleic anhydride.
The weight ratio of acrylic resin/pigment in the photo
Baba Koji
Mori Takao
Nakatsuka Kiyoharu
Birch & Stewart Kolasch & Birch, LLP
McPherson John A.
Sumitomo Chemical Company Limited
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