Photo curable composition, color filter and method of producing thereof

A technology of photocurability and composition, which is applied in the field of color filters, can solve problems such as the easy reduction of development latitude, and achieve the effect of good fluidity, good development characteristics, quality defects and uneven display.

Active Publication Date: 2007-07-25
FUJIFILM CORP
36 Cites 1 Cited by

AI-Extracted Technical Summary

Problems solved by technology

However, once the content of colorants (organic pigments, etc.) is increased in ...
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Method used

[0050] In the present invention, those having a basic N atom in the structural formula of the pigment can be used particularly preferably. Pigments having these basic nitrogen atoms exhibit good dispersibility in the photocurable composition of the present invention. The reason for this is not fully elucidated, but it is presumed to be the result of a favorable effect on the affinity between the photopolymerizable compound and the pigment.
[0109] As the acrylic copolymer of the alkali-soluble resin of the present invention, a hydrophobic group can be introduced by copolymerizing at least one of the acrylic monomers containing the following hydrophobic groups. By having these hydrophobic groups in the side chain, it is possible to control the infiltration of the developing solution into the film at the time of development in the case of film formation, so that the development speed can be appropriately controlled. In addition, there is no chemical coloring over time, and even when a colorant having colors such as red, green, or blue is used, deterioration over ti...
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Abstract

In a photo curable composition including colorant, alkali-soluble resin, polymerize compound, initiators for photopolymerization and solvent, the average grain diameter of the colorant is smaller than 150 nm, the alkali-soluble resin and/or polymerize compound have alkylene oxide chains. The solvent kind with boiling point above 200 DEG C and the solvent kind with boiling point below 200 DEG C are respectively including at least one solvent. The total sum (Sigma T multiplies X) of the product (T multiplies X) of the boiling points T (DEG C) between the solvent kinds and the content X (mass%) relative to the solvent total amount is 120x10<2>-190x10<2> (DEG C%).

Application Domain

Optical filtersSemiconductor/solid-state device manufacturing +5

Technology Topic

SolventBoiling point +3

Image

  • Photo curable composition, color filter and method of producing thereof
  • Photo curable composition, color filter and method of producing thereof
  • Photo curable composition, color filter and method of producing thereof

Examples

  • Experimental program(15)
  • Comparison scheme(9)
  • Effect test(1)

Example Embodiment

[0183] [Example 1]
[0184] "Preparation of red (R) photocurable composition"
[0185]
[0186] Each component of the following RED composition A was kneaded with a kneader for 30 minutes. After kneading, a high-viscosity dispersion treatment was performed with a two-roll kneader to obtain a dispersion.
[0187] -RED composition A-
[0188] Pigment Red 254 29 parts
[0189] Pigment Yellow 139 6 parts
[0190] Benzyl methacrylate/methacrylic acid/polyethylene glycol acrylate (=75/15/10 (mass ratio)) copolymer (alkali-soluble resin, polyethylene glycol repeating unit: 4 , Weight average molecular weight: Mw10000) of propylene glycol monomethyl ether acetate solution (solid content: 50%) 22 parts
[0191] Dispersant (trade name: Disperbyk-161, manufactured by ビツクケケミ) 2 parts
[0192] (30% solution of mixed solvent of propylene glycol monomethyl ether acetate and butyl acetate)
[0193]
[0194] To the dispersion obtained by the above-mentioned kneading and dispersion treatment, each component of the following RED composition B was added, and stirred with a homogenizer at 3000 rpm for 3 hours. The obtained mixed solution was subjected to a micro-dispersing treatment for 4 hours using a microbead disperser (trade name: Diespymate, manufactured by GETZMANN) in which 0.3 mm zirconia beads were contained.
[0195] -RED composition B-
[0196] Benzyl methacrylate/methacrylic acid/Methoxy-terminated
[0197] Polyethylene glycol acrylate (=75/15/10 (mass ratio)) copolymer
[0198] (Alkali-soluble resin, repeating unit of polyethylene glycol: 4, weight average molecular weight Mw: 10000) 22 parts of propylene glycol monomethyl ether acetate solution (solid content: 50%)
[0199] Propylene glycol monomethyl ether acetate
[0200] (Solvent variety with boiling point lower than 200℃: Solvent variety 1) 200 copies
[0201]
[0202] Use a high-pressure disperser with a decompression mechanism (trade name: NANO-3000-10, manufactured by Japan ビ-イ-I- Co., Ltd.) at 2000 kg/cm 3 The mixed solution obtained by the above-mentioned micro-dispersion treatment was subjected to dispersion treatment at a flow rate of 500 g/min under pressure. After repeating this high-pressure dispersion treatment 10 times, a dispersion liquid was obtained.
[0203]
[0204] To the dispersion obtained after repeating the above-mentioned high-pressure dispersion treatment 10 times, each component of the following RED composition C was added, stirred and mixed to prepare a red (R) photocurable composition.
[0205] -RED composition C-
[0206] Dipentaerythritol hexaacrylate (polymerizable compound) 23 parts
[0207] 4-(O-bromo-p-N,N-(diethoxycarbonylamino)phenyl)-2.6-bis(trichloromethyl-s-triazine (photopolymerization initiator) 4 parts
[0208] 1,3-Butanediol diacetate (solvent varieties with boiling point above 200℃:
[0209] Solvent variety 2) 150 parts

Example Embodiment

[0216] [Example 2]
[0217] "Preparation of Green (G) Photocurable Composition"
[0218] In Example 1, a green (G) photocurable resin composition was prepared in the same manner as in Example 1, except that the RED compositions A, B, and C were respectively changed to the following GREEN compositions A, B, and C.
[0219] -GREEN composition A-
[0220] Pigment Green 36 28 parts
[0221] Pigment Yellow 150 14 parts
[0222] Benzyl methacrylate/methacrylic acid/Methoxy-terminated
[0223] Polyethylene glycol acrylate (=75/15/10 (mass ratio)) copolymer
[0224] (Alkali-soluble resin, repeating unit of polyethylene glycol: 4, weight average molecular weight:
[0225] Mw10000) propylene glycol monomethyl ether acetate solution (solid content: 50%) 20 parts
[0226] Dispersant (trade name: Disperbyk-161, manufactured by ビツクケケミ) 4 parts
[0227] (30% solution of mixed solvent of propylene glycol monomethyl ether acetate and butyl acetate)
[0228] -GREEN composition B-
[0229] Benzyl methacrylate/methacrylic acid/Methoxy-terminated
[0230] Polyethylene glycol acrylate (=75/15/10 (mass ratio)) copolymer
[0231] (Alkali-soluble resin, repeating unit of polyethylene glycol: 4, weight average molecular weight
[0232] Mw: 10000) propylene glycol monomethyl ether acetate solution (solid content:
[0233] 50%) 10 servings
[0234] Propylene glycol monomethyl ether acetate
[0235] (Solvent variety with boiling point lower than 200℃: Solvent variety 1) 200 copies
[0236] -GREEN composition C-
[0237] 18 parts of dipentaerythritol hexaacrylate (polymerizable compound)
[0238] 4-(o-bromo-p-N,N-(diethoxycarbonylamino)phenyl)
[0239] -2.6-bis(trichloromethyl)-s-triazine (photopolymerization initiator) 4 parts
[0240] 1,3-Butanediol diacetate (solvent variety with boiling point above 200℃: solvent variety 2) 150 parts

Example Embodiment

[0247] [Example 3]
[0248] "Preparation of blue (B) photocurable composition"
[0249] In Example 1, a blue (B) photocurable composition was prepared in the same manner as in Example 1, except that the RED compositions A, B, and C were changed to the following BLUE compositions A, B, and C, respectively.
[0250] -BLUE composition A-
[0251] Pigment Blue 15: 6 16 parts
[0252] Pigment Violet 23 3 parts
[0253] Benzyl methacrylate/methacrylic acid/Methoxy-terminated
[0254] Polyethylene glycol acrylate (=75/15/10 (mass ratio)) copolymer
[0255] (Alkali-soluble resin, polyethylene glycol repeating unit: 4, weight average molecular weight:
[0256] Mw10000) propylene glycol monomethyl ether acetate solution (solid content: 50%) 20 parts
[0257] Dispersant (trade name: Disperbyk-161, manufactured by ビツクケケミ) 4 parts
[0258] -BLUE composition B-
[0259] Benzyl methacrylate/methacrylic acid/Methoxy-terminated
[0260] Polyethylene glycol acrylate (=75/15/10 (mass ratio)) copolymer
[0261] (Alkali-soluble resin, repeating unit of polyethylene glycol: 4, weight average molecular weight
[0262] Mw: 10000) propylene glycol monomethyl ether acetate solution (solid content:
[0263] 50%) 10 servings
[0264] Propylene glycol monomethyl ether acetate
[0265] (Solvent variety with boiling point lower than 200℃: Solvent variety 1) 200 copies
[0266] -BLUE composition C-
[0267] 18 parts of dipentaerythritol hexaacrylate (polymerizable compound)
[0268] 4-(o-bromo-p-N,N-(diethoxycarbonylamino)phenyl)
[0269] -2.6-bis(chloromethyl)-s-triazine (photopolymerization initiator) 4 parts
[0270] 1,3-Butanediol diacetate (solvent varieties with boiling point above 200℃:
[0271] Solvent variety 2) 150 parts

PUM

PropertyMeasurementUnit
The average particle size<= 150.0nm
Boiling point80.0°C
Boiling point175.0°C

Description & Claims & Application Information

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