IP Library Granted Patent US 9,256,118
Granted Patent B2
US 9,256,118 · App. 14/236,971 · Granted Feb 9, 2016

Positive photosensitive resin composition

Inventors: Ji-Yun Kwon (Uiwang-si, KR); Jong-Hwa Lee (Uiwang-si, KR); Hyun-Yong Cho (Uiwang-si, KR); Dae-Yun Kim (Uiwang-si, KR); Sang-Kyeon Kim (Uiwang-si, KR); Sang-Kyun Kim (Uiwang-si, KR); Sang-Soo Kim (Uiwang-si, KR); Eun-Kyung Yoon (Uiwang-si, KR); Jun-Ho Lee (Uiwang-si, KR); Jin-Young Lee (Uiwang-si, KR); Hwan-Sung Cheon (Uiwang-si, KR); Chung-Beom Hong (Uiwang-si, KR); Eun-Ha Hwang (Uiwang-si, KR)
Assignee: Cheil Industries Inc.
G03C1/61G03F7/0226G03F7/0233G03F7/0751G03F7/105
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Quick Facts
Patent No.
US 9,256,118
App. No.
14/236,971
Granted
Feb 9, 2016
Kind
B2
Abstract

Disclosed is a positive photosensitive resin composition that includes (A) an alkali soluble resin selected from a polybenzoxazole precursor, a polyimide precursor, and a combination thereof, (B) a photosensitive diazoquinone compound, (C) a phenol compound, (D) an organic dye and (E) a solvent, wherein the organic dye (D) includes at least one red dye having an absorption wavelength of 590 to 700 nm, at least one yellow dye having an absorption wavelength of 550 to 590 nm, and at least one blue dye having an absorption wavelength of 450 to 500 nm.

Claims (48)

1. A positive photosensitive resin composition, comprising:

(A) an alkali soluble resin selected from a polybenzoxazole precursor, a polyimide precursor, and a combination thereof;

(B) a photosensitive diazoquinone compound;

(C) a phenol compound;

(D) an organic dye; and

(E) a solvent,

wherein the organic dye (D) comprises at least one red dye having an absorption wavelength of 590 to 700 nm, at least one yellow dye having an absorption wavelength of 550 to 590 nm, and at least one blue dye having an absorption wavelength of 450 to 500 nm.

2. The positive photosensitive resin composition of claim 1 , wherein the polybenzoxazole precursor comprises a repeating unit represented by the following Chemical Formula 1, or repeating units represented by the following Chemical Formulae 1 and 2, and comprises a thermally polymerizable functional group at at least one terminal end thereof:

wherein, in Chemical Formulae 1 and 2,

X 1 is an aromatic organic group, or a tetravalent to hexavalent aliphatic organic group,

Y 1 and Y 2 are the same or different, and are independently an aromatic organic group or a divalent to hexavalent aliphatic organic group, and

X 2 is an aromatic organic group, divalent to hexavalent aliphatic organic group, divalent to hexavalent alicyclic organic group, or an organic group represented by the following Chemical Formula 3,

wherein, in Chemical Formula 3,

R 23 to R 26 are the same or different, and are independently a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkoxy group, or a hydroxy group,

R 27 and R 28 are the same or different, and are independently a substituted or unsubstituted alkylene group, or a substituted or unsubstituted arylene group, and

k is an integer ranging from 1 to 50.

3. The positive photosensitive resin composition of claim 1 , wherein the polyimide precursor comprises repeating units represented by the following Chemical Formula 50 and the following Chemical Formula 51:

wherein in Chemical Formulae 50 and 51,

X 3 is an aromatic organic group, or divalent to hexavalent alicyclic organic groups,

Y 3 and Y 4 are the same or different, and are independently an aromatic organic group, or tetravalent to hexavalent alicyclic organic groups,

X 4 is an aromatic organic group, divalent to hexavalent alicyclic organic groups, or the functional group represented by the above Chemical Formula 3, and

R 100 to R 103 are the same or different, and are independently hydrogen, or a substituted or unsubstituted C1 to C20 alkyl group.

4. The positive photosensitive resin composition of claim 1 , wherein the red dye having an absorption wavelength of 590 to 700 nm comprises a compound selected from a xanthene-based compound, an azo-based compound, an anthraquinone-based compound, a cyan-based compound, and a combination thereof.

5. The positive photosensitive resin composition of claim 1 , wherein the yellow dye having an absorption wavelength of 550 to 590 nm comprises a compound selected from a methane-based compound, an azo-based compound, or a combination thereof.

6. The positive photosensitive resin composition of claim 1 , wherein the blue dye having an absorption wavelength of 450 to 500 nm comprises a compound selected from a triphenylmethane (TPM)-based compound, a triarylmethane (TAM)-based compound, a xanthene-based compound, and a combination thereof.

7. The positive photosensitive resin composition of claim 1 , wherein the red dye having an absorption wavelength of 590 to 700 nm is a compound represented by the following Chemical Formula 4:

wherein, in Chemical Formula 4,

R 29 and R 30 are the same or different, and are independently hydrogen, a substituted or unsubstituted amine group, or a substituted or unsubstituted C1 to C10 alkyl group.

8. The positive photosensitive resin composition of claim 1 , wherein the yellow dye having an absorption wavelength of 550 to 590 nm is a compound represented by the following Chemical Formula 5:

wherein, in Chemical Formula 5,

R 43 is a substituted or unsubstituted C1 to C20 alkyl group, a C2 to C20 alkylaminoalkyl sulfonyl group, or a C1 to C20 alkyl group wherein at least one —CH 2 — is replaced by —SO 2 —, —O—, or —NR— (wherein R is hydrogen or a C1 to C6 alkyl group),

R 44 is a substituted or unsubstituted C6 to C30 arylene group, or substituted or unsubstituted C2 to C30 heteroarylene group,

R 45 and R 47 to R 50 are independently selected from hydrogen, a substituted or unsubstituted C1 to C20 alkyl group, a C1 to C20 alkyl group wherein at least one —CH 2 — is replaced by —SO 2 —, —O— or —NR— (wherein R is hydrogen or a C1 to C10 alkyl group), a substituted or unsubstituted C3 to C20 cycloalkyl group, a substituted or unsubstituted C2 to C20 alkenyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, a sulfonylalkyl group (—SO 2 R′, wherein R′ is hydrogen or a C1 to C10 alkyl group), a sulfonylaryl group (—SO 2 R″, wherein R″ is a C6 to C16 aryl group), an acyl group, a carboxyl group, a sulfone group, and a cabamoyl group, and

R 46 is selected from hydrogen, a halogen, and a cyano group.

9. The positive photosensitive resin composition of claim 1 , wherein the blue dye having an absorption wavelength of 450 to 500 nm is a compound represented by the following Chemical Formula 6:

wherein, in Chemical Formula 6,

X − is CF 3 COO − , CF 3 SO 3 − , C 4 F 9 SO 3 − , (CF 3 SO 2 ) 3 C − or (CF 3 SO 2 ) 2 N − .

10. The positive photosensitive resin composition of claim 1 , wherein the positive photosensitive resin composition further comprises a silane compound.

11. The positive photosensitive resin composition of claim 1 , wherein the positive photosensitive resin composition comprises

5 to 100 parts by weight of a photosensitive diazoquinone compound (B),

1 to 30 parts by weight of the phenol compound (C),

1 to 50 parts by weight of the organic dye (D); and

100 to 400 parts by weight of the solvent (E),

based on 100 parts by weight of the alkali soluble resin (A).

12. A photosensitive resin film fabricated by the process of:

coating the positive photosensitive resin composition of claim 1 onto a substrate; and

drying the coated positive photosensitive resin composition to form a film.

13. A display device including the photosensitive resin film according to claim 12 .

Assignments (2)
MERGER Recorded Aug 31, 2016
From: CHEIL INDUSTRIES INC.
To: SAMSUNG SDI CO., LTD.
Reel/Frame 039598/0905 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 4, 2014
From: KWON, JI-YUN; LEE, JONG-HWA; CHO, HYUN-YONG; KIM, DAE-YUN; KIM, SANG-KYEON; KIM, SANG-KYUN; KIM, SANG-SOO; YOON, EUN-KYUNG; LEE, JUN-HO; LEE, JIN-YOUNG; CHEON, HWAN-SUNG; HONG, CHUNG-BEOM; HWANG, EUN-HA
To: CHEIL INDUSTRIES INC.
Reel/Frame 032131/0461 →
Priority Claims (1)
KR 10-2011-0147877 · Dec 30, 2011 · national
Continuity (1)
Related Publication 20140170562A1 · Jun 19, 2014