Hard coating film

Patent metadata

Field	Value
Publication number	US-2021115210-A1
Application number	US-201917041121-A
Country	US
Kind code	A1
Filing date	Apr 29, 2019
Priority date	May 3, 2018
Publication date	Apr 22, 2021
Grant date	—

Abstract

Provided is a hard coating film exhibiting improved flexibility and curling properties together with excellent hardness property, the hard coating film including a top coating layer and a bottom coating layer each disposed on the top surface and the bottom surface of a support substrate layer, wherein the top coating layer includes a cured product of a first resin composition containing epoxy polysiloxane of the following Chemical Formula 1, and the bottom coating layer includes a cured product of a second resin composition containing epoxy polysiloxane of the following Chemical Formula 1 and an elastomer at a weight ratio of 95:5 to 60:40:
(R 1 SiO 3/2 ) a (R 2 SiO 3/2 ) b (OR) c   [Chemical Formula 1]
wherein in Chemical Formula 1, R 1 , R 2 , R, a, b, and c are the same as defined in the specification.

First claim

1 . A hard coating film comprising:
a support substrate layer; a top coating layer disposed on the top surface of the support substrate layer; and a bottom coating layer disposed on the bottom surface of the support substrate layer, wherein the top coating layer comprises a cured product of a first resin composition comprising epoxy polysiloxane of Chemical Formula 1, and the bottom coating layer comprises a cured product of a second resin composition comprising epoxy polysiloxane Chemical Formula 1 and an elastomer at a weight ratio of 95:5 to 60:40:
(R 1 SiO 3/2 ) a (R 2 SiO 3/2 ) b (OR) c   [Chemical Formula 1]

wherein in the Chemical Formula 1, R 1 is a functional group represented by Chemical Formula 2,

in the Chemical Formula 2, R a is selected from the group consisting of a substituted or unsubstituted alkylene group having 1 to 6 carbon atoms, a substituted or unsubstituted alkenylene group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynylene group having 2 to 20 carbon atoms, —R b —CH═CH—COO—R c —, —R d —OCO—CH═CH—R e —, —R f OR g —, —R h COOR i —, and —R j OCOR k —,
R b to R k are each independently a single bond, or a substituted or unsubstituted alkylene group having 1 to 6 carbon atoms,
R 2 is selected from the group consisting of a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, a substituted or unsubstituted arylalkyl group having 7 to 20 carbon atoms, a substituted or unsubstituted alkylaryl group having 7 to 20 carbon atoms, an epoxy group, an oxetanyl group, an acrylate group, a methacrylate group, and a hydrogen atom,
R is a hydrogen atom or an alkyl group having 1 to 20 carbon atoms, and
0<a≤1, 0≤b<1 and 0≤c<1, and a+b+c=1.

2 . The hard coating film of claim 1 , wherein the Chemical Formula 1 satisfies 0.7≤a/(a+b)≤1.

3 . The hard coating film of claim 2 , wherein the Chemical Formula 1 satisfies 0≤b<0.5 and 0<c<0.5.

4 . The hard coating film of claim 1 , wherein R 1 is a glycidyl group or a glycidoxypropyl group.

5 . The hard coating film of claim 1 , wherein R 2 is substituted with at least one group selected from the group consisting of an alkyl group having 1 to 12 carbon atoms, a cycloalkyl group having 3 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, a hydroxy group, an alkoxy group having 1 to 12 carbon atoms, an amino group, an acryl group, a methacryl group, an acrylate group, a methacrylate group, a halogen group, a mercapto group, an ether group, an ester group, an acetyl group, a formyl group, a carboxyl group, a nitro group, a sulfonyl group, a urethane group, an epoxy group, an oxetanyl group, and a phenyl group.

6 . The hard coating film of claim 1 , wherein R 2 is an alkyl group having 1 to 6 carbon atoms a phenyl group d; an epoxy group; an oxetanyl group; an acrylate group; or a methacrylate group, and R is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, wherein the alkyl group having 1 to 6 carbon atoms and the phenyl group are unsubstituted or substituted with at least one group selected from the group consisting of an acryl group, a methacryl group, an acrylate group, a methacrylate group, a vinyl group, an allyl group, an epoxy group, and an oxetanyl group.

7 . The hard coating film of claim 1 , wherein the epoxy polysiloxane has an epoxy equivalent weight of 3.0 mmol/g to 6.3 mmol/g, a weight average molecular weight of 1,000 Da to 50,000 Da, a number average molecular weight of 1,000 Da to 10,000 Da and a molecular weight distribution of 1.0 to 3.0.

8 . The hard coating film of claim 1 , wherein the elastomer is selected from the group consisting of alkane diols having 1 to 20 carbon atoms, polyolefin polyols, polyester polyols, polycaprolactone polyols, polyether polyols, polycarbonate polyols, and mixtures thereof.

9 . The hard coating film of claim 1 , wherein the elastomer is polycaprolactone polyol or polycarbonate diol.

10 . The hard coating film of claim 1 , wherein the first resin composition further comprises an elastomer.

11 . The hard coating film of claim 1 , wherein at least one of the first and second resin compositions further comprise a reactive monomer having at least one or more functional group crosslinkable with the epoxy polysiloxane.

12 . The hard coating film of claim 11 , wherein the functional group is of an alicyclic epoxy group, a glycidyl group, or an oxetanyl group.

13 . The hard coating film of claim 11 , wherein the reactive monomer is selected from the group consisting of bisphenol A diglycidyl ether, 4-vinylcyclohexene dioxide, cyclohexene vinyl monoxide, (3,4-epoxycyclohexyl)methyl 3,4-epoxycyclohexylcarboxylate, 3,4-epoxycyclohexylmethyl methacrylate, 3,4-epoxycyclohexanecarboxylate, 2-(3,4-epoxycyclohexyl)-1,3-dioxolane, bis(3,4-epoxycyclohexylmethyl)adipate, p-butyl phenyl glycidyl ether, butyl glycidyl ether, cresyl glycidyl ether, allyl glycidyl ether, phenyl glycidyl ether, diglycidyl ether, butanediol diglycidyl ether, limonene dioxide, diethylene glycol diglycidyl ether, 3-methyloxetane, 2-methyloxetane, 3-oxetanol, 2-methyleneoxetane, 3-methyl-3-hydroxymethyloxetane, 3-ethyl-3-hydroxymethyloxetane, 3,3-oxetanedimethanethiol, 2-ethylhexyloxetane, 4-(3-methyloxetan-3-yl)benzonitrile, N-(2,2-dimethylpropyl)-3-methyl-3-oxetanemethanamine, N-(1,2-dimethylbutyl)-3-methyl-3-oxetanemethanamine, xylene bis oxetane, 3-ethyl-3[{(3-ethyloxetan-3-yl)methoxy }methyl]oxetane, (3-ethyloxetan-3-yl)methyl methacrylate, 4-[(3-ethyloxetan-3-yl)methoxy]butan-l-ol, and mixtures thereof.

14 . The hard coating film of claim 11 , wherein the reactive monomer is comprised in an amount of 5 parts by weight to 30 parts by weight, based on 100 parts by weight of the epoxy polysiloxane.

15 . The hard coating film of claim 1 , wherein at least one of the first and second resin compositions further comprises one or more additives selected from the group consisting of an acrylate-based compound, an initiator, a fluorine-based compound, an antioxidant, a surfactant, a yellowing inhibitor, an inorganic filler, a lubricant, a coating aid, and an antifouling agent.

16 . The hard coating film of claim 1 , wherein a thickness ratio of the top coating layer and the bottom coating layer is 0.5:1 to 1:1.5.

17 . The hard coating film of claim 1 , wherein the support substrate layer comprises one or more resins selected from the group consisting of polyester-based resins, cellulose-based resins, polycarbonate-based resins, acrylic-based resins, styrene-based resins, polyolefin-based resins, polyimide-based resins, polyether sulfone-based resins, and sulfone-based resins.

18 . A display device comprising the hard coating film of claim 1 .

Assignees

• Lg Chemical Ltd

Inventors

• Baek Seungil
• Lee Eun Seon
• Kim Ha Neul
• Kim Woo Han

Classifications

• C08J2383/06

  containing silicon bound to oxygen-containing groups (C08J2383/12 takes precedence) · CPC title

• C08J2369/00

  Characterised by the use of polycarbonates; Derivatives of polycarbonates · CPC title

• C08J7/16

  with polymerisable compounds · CPC title

• C08J2367/04

  Polyesters derived from hydroxy carboxylic acids, e.g. lactones (C08J2367/06 takes precedence) · CPC title

• C08J2383/07

  containing silicon bound to unsaturated aliphatic groups · CPC title