Photosensitive resin composition and display device

Patent metadata

Field	Value
Publication number	US-10385268-B2
Application number	US-201514965272-A
Country	US
Kind code	B2
Filing date	Dec 10, 2015
Priority date	Jan 23, 2015
Publication date	Aug 20, 2019
Grant date	Aug 20, 2019

Abstract

A photosensitive resin composition comprises: a solvent in an amount of about 60 percentage by weight (wt %) to about 95 wt %; and a solid content in an amount of about 5 wt % to about 40 wt %, with respect to a total weight of the photosensitive resin composition, wherein the solid content comprises with respect to a total weight of the solid content: a phosphor in an amount of about 5 wt % to about 90 wt %; a photopolymerizable compound in an amount of about 4 wt % to about 70 wt %; an acetophenone-based photopolymerization initiator in an amount of about 0.1 wt % to about 20 wt %; and an alkali soluble resin in an amount of about 5 wt % to about 80 wt %, with respect to a total weight of the solid content.

First claim

What is claimed is:

1. A photosensitive resin composition comprising:
a solvent in an amount of about 60 percentage by weight (wt %) to about 95 wt %; and a solid content in an amount of about 5 wt % to about 40 wt % with respect to a total weight of the photosensitive resin composition,
wherein the solid content comprises:
a phosphor in an amount of about 5 wt % to about 90 wt %, wherein the phosphor is a quantum dot
a photopolymerizable compound in an amount of about 4 wt % to about 70 wt %;
an acetophenone-based photopolymerization initiator in an amount of about 0.1 wt % to about 20 wt %; and
an alkali soluble resin in an amount of about 5 wt % to about 80 wt %, with respect to a total weight of the solid content; and
wherein the quantum dot has a core-shell structure comprising a core and a shell covering the core,
wherein the core comprises at least one compound selected from the group consisting of CdTe, ZnS, ZnSe, ZnTe, CdSeTe, CdZnS, CdSeS, PbSe, PbS, PbTe, AgInZnS, HgS, HgSe, HgTe, GaN, GaP, GaAs, InP, InZnP, InGaP, InGaN, InAs, and ZnO, and
the shell comprises at least one compound selected from the group consisting of CdSe, CdTe, CdO, ZnS, ZnSe, ZnTe, InP, InS, GaP, GaN, GaO, InZnP, InGaP, InGaN, InZnSCdSe, PbS, SrSe, and HgSe, and
the alkali soluble resin comprises
a carboxylic acid-based compound having an unsaturated bond and a carboxylic acid group;
an unsaturated carboxylic acid ester-based compound having an alicyclic substituent; and
and a monomer having an epoxy group selected from the group consisting of glycidyl (meth)acrylate, 3,4-epoxycyclohexyl(meth)acrylate, 3,4-epoxycyclohexylmethyl(meth)acrylate and methylglycidyl(meth)acrylate.

2. The photosensitive resin composition of claim 1 , wherein the photopolymerization initiator comprises at least one compound selected from the group consisting of diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyl dimethyl ketal, 2-hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)butne-1-one, and 2-hydroxy-2-methyl-1-[4-(1-methylvinyl)phenyl]propan-1-one.

3. The photosensitive resin composition of claim 1 , wherein the photopolymerization initiator comprises a compound represented by Chemical Formula 2:

wherein R 2 through R 5 are each independently a hydrogen atom, a halogen atom, a hydroxyl group, a phenyl group substituted or unsubstituted by an alkyl group having 1 to 12 carbon atoms, a benzyl group substituted or unsubstituted by an alkyl group having 1 to 12 carbon atoms, or a naphthyl group substituted or unsubstituted by an alkyl group having 1 to 12 carbon atoms.

4. The photosensitive resin composition of claim 1 , wherein the phosphor comprises one of a red phosphor, a green phoshpor, and a blue phosphor.

5. A photosensitive resin composition, comprising:
a solvent in an amount of about 60 percentage by weight (wt %) to about 95 wt %; and a solid content in an amount of about 5 wt % to about 40 wt % with respect to a total weight of the photosensitive resin composition,
wherein the solid content comprises:
a phosphor in an amount of about 5 wt % to about 90 wt %, wherein the phosphor comprises at least one compound selected from the group consisting of Tb 3 Al 5 O 12 :Ce 3+ (TAG:Ce), (Sr,Ba,Ca) 2 SiO 4 :Eu 2+ , (Sr,Ba,Ca,Mg,Zn) 2 Si(OD) 4 :Eu 2+ (D═F,Cl,S,N,Br), Ba 2 SiO 4 :Eu 2+ , Ca 3 (Sc,Mg) 2 Si3O 12 :Ce 3+ , (Ca,Sr)S:Eu 2+ , (Sr,Ca)Ga 2 S 4 :Eu 2+ , SrSi 2 O 2 N 2 :Eu 2+ , SiAlON:Ce 3+ , β-SiAlON:Eu 2+ , Ca-α-SiAlON:Eu 2+ , Sr 2 Si 5 N 8 :Eu 2+ , (Sr,Ba)Al 2 O 4 :Eu 2+ , and (Mg,Sr)Al 2 O 4 :Eu 2+ ,
a photopolymerizable compound in an amount of about 4 wt % to about 70 wt %;
an acetophenone-based photopolymerization initiator in an amount of about 0.1 wt % to about 20 wt %; and
an alkali soluble resin in an amount of about 5 wt % to about 80 wt %, with respect to a total weight of the solid content.

6. A display device comprising:
a substrate; and
a plurality of color filters on the substrate,
wherein the color filter comprises a polymer resin, a phosphor, and an acetophenone-based compound, wherein the phosphor is a quantum dot; and
wherein the quantum dot has a core-shell structure comprising a core and a shell covering the core,
wherein the core comprises at least one compound selected from the group consisting of CdTe, ZnS, ZnSe, ZnTe, CdSeTe, CdZnS, CdSeS, PbSe, PbS, PbTe, AgInZnS, HgS, HgSe, HgTe, GaN, GaP, GaAs, InP, InZnP, InGaP, InGaN, InAs, and ZnO, and
the shell comprises at least one compound selected from the group consisting of CdSe, CdTe, CdO, ZnS, ZnSe, ZnTe, InP, InS, GaP, GaN, GaO, InZnP, InGaP, InGaN, InZnSCdSe, PbS, SrSe, and HgSe, and
the alkali soluble resin comprises
a carboxylic acid-based compound having an unsaturated bond and a carboxylic acid group;
an unsaturated carboxylic acid ester-based compound having an alicyclic substituent; and
and a monomer having an epoxy group selected from the group consisting of glycidyl (meth)acrylate, 3,4-epoxycyclohexyl(meth)acrylate, 3,4-epoxycyclohexylmethyl(meth)acrylate and methylglycidyl(meth)acrylate.

7. The display device of claim 6 , wherein the acetophenone-based compound comprises at least one compound selected from the group consisting of diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyl dimethyl ketal, 2-hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)butane-1-one, and 2-hydroxy-2-methyl-1-[4-(1-methylvinyl)phenyl]propan-1-one.

8. The display device of claim 6 , wherein the acetophenone-based compound comprises a compound represented by Chemical Formula 2:

wherein R 2 through R 5 are each independently a hydrogen atom, a halogen atom, a hydroxyl group, a phenyl group substituted or unsubstituted by an alkyl group having 1 to 12 carbon atoms, a benzyl group substituted or unsubstituted by an alkyl group having 1 to 12 carbon atoms, or a naphthyl group substituted or unsubstituted by an alkyl group having 1 to 12 carbon atoms.

9. The display device of claim 6 , wherein the phosphor comprises one of a red phosphor, a green phoshpor, and a blue phosphor.

10. A display device, comprising:
a substrate; and
a plurality of color filters on the substrate,
wherein the color filter comprises a polymer resin, a phosphor, and an acetophenone-based compound, wherein the phosphor comprises at least one compound selected from the group consisting of Y 3 Al 5 O 12 :Ce 3+ (YAG:Ce), Tb 3 Al 5 O 12 :Ce 3+ (TAG:Ce), (Sr,Ba,Ca) 2 SiO 4 :Eu 2+ , (Sr,Ba,Ca,Mg,Zn) 2 Si(OD) 4 :Eu 2+ (D═F,Cl,S,N,Br), Ba 2 MgSi 2 O 7 :Eu 2+ , Ba 2 SiO 4 :Eu 2+ , Ca 3 (Sc,Mg) 2 Si3O 12 :Ce 3+ , (Ca,Sr)S:Eu 2+ , (Sr,Ca)Ga 2 S 4 :Eu 2+ , SrSi 2 O 2 N 2 :Eu 2+ , SiAlON:Ce 3+ , β-SiAlON:Eu 2+ , Ca-α-SiAlON:Eu 2+ , Ba 3 Si 6 O 12 N 2 :Eu 2+ , Sr 2 Si 5 N 8 :Eu 2+ , (Sr,Ba)Al 2 O 4 :Eu 2+ , (Mg,Sr)Al 2 O 4 :Eu 2+ , and BaMg 2 Al 16 O 27 :Eu 2+ .

Assignees

• Samsung Display Co Ltd
• Dongwoo Fine Chem Co Ltd

Inventors

• Lee Baekhee
• Nam Minki
• Kwon Junghyun
• Kim Youngmin
• Roh Namseok
• Park Haeil
• Yoon Seontae
• Kim Donguk
• Park Kisoo
• Lee Kwangkeun
• Lee Junhan
• Kim Juho
• Kim Hyounwoo
• Kim Hunsik
• Lee Jongsoo

Classifications

• G02F2202/36

  Micro- or nanomaterials · CPC title

• G03F7/031

  Organic compounds not covered by group G03F7/029 · CPC title

• G02B5/223

  containing organic substances, e.g. dyes, inks or pigments · CPC title

• G03F7/0007

  Filters, e.g. additive colour filters; Components for display devices · CPC title

• G03F7/0042 Primary

  with inorganic or organometallic light-sensitive compounds not otherwise provided for, e.g. inorganic resists (G03F7/075 takes precedence) · CPC title