Adhesive composition for polarizing plate and polarizing plate prepared using the same

Patent metadata

Field	Value
Publication number	US-9593268-B2
Application number	US-201313931831-A
Country	US
Kind code	B2
Filing date	Jun 29, 2013
Priority date	Dec 31, 2010
Publication date	Mar 14, 2017
Grant date	Mar 14, 2017

Abstract

An adhesive composition and a polarizing plate, the adhesive composition including an isocyanate curing agent and having a creeping distance decrease rate of 10% or less, wherein the creeping distance decrease rate is calculated by Equation 1:

Creeping distance decrease rate (%)=|( A−B )/ A |×100,  [Equation 1]
wherein, in Equation 1, A and B are creeping distances of an adhesive layer prepared from the composition, when a force of 2.25 kg is applied to a polarizing plate at 25° C. for 1,000 seconds after the polarizing plate formed with the adhesive layer is attached to a glass plate and left at 35° C. and 45% RH for 24 hours and for 36 hours, respectively.

First claim

What is claimed is:

1. An adhesive composition comprising an isocyanate curing agent and an acrylic copolymer, and having a creeping distance decrease rate of 10% or less,
wherein the creeping distance decrease rate is calculated by Equation 1:
Creeping distance decrease rate (%)=|( A−B )/ A|× 100,  [Equation 1]

wherein, in the Equation 1, A and B are creeping distances of an adhesive layer prepared from the adhesive composition, when a force of 2.25 kg is applied to a polarizing plate at 25° C. for 1,000 seconds after the polarizing plate formed with the adhesive layer is attached to a glass plate and left at 35° C. and 45% RH for 24 hours and for 36 hours, respectively,
wherein the isocyanate curing agent is represented by Formula 1:

wherein, in the Formula 1, R 1 , R 2 , R 3 , R 4 , and R 5 are each independently selected from the group of hydrogen, —(CH 2 ) n1 —NCO, and —(CH 2 ) n2 —NCO, provided that two of R 1 , R 2 , R 3 , R 4 , and R 5 are —(CH 2 ) n1 —NCO and —(CH 2 ) n2 —NCO, respectively, and n1 and n2 are each independently integers from 2 to 10,
wherein the acrylic copolymer includes a copolymer of a hydroxyl group containing (meth)acrylic acid ester and (meth)acrylic acid alkyl ester.

2. The adhesive composition as claimed in claim 1 , wherein the adhesive composition has a gel fraction of 70% or higher in 36 hours after formation of the adhesive layer on a film.

3. The adhesive composition as claimed in claim 1 , wherein the adhesive composition has a viscosity change rate (Δη) of less than 10%, expressed as Equation 3:
Δη=|( b−a )|/ a× 100,  [Equation 3]

wherein, in the Equation 3, a is an initial viscosity of the adhesive composition, and b is a viscosity of the adhesive composition after storage at 25° C. for 2 days.

4. A polarizing plate comprising an adhesive layer prepared from the adhesive composition as claimed in claim 1 .

5. The adhesive composition as claimed in claim 1 , wherein the isocyanate curing agent is 2,6-bis(butyl isocyanate)toluene.

6. An adhesive composition comprising an isocyanate curing agent and an acrylic copolymer, and having a difference in gel fraction of greater than 0 and less than 5% between gel fraction measured 4 days after formation of an adhesive layer and gel fraction measured 1 day after formation of the adhesive layer,
wherein each of the gel fractions is expressed as Equation 2:
Gel fraction (%)= D/C× 100,  [Equation 2]

wherein, in the Equation 2, C is a weight of the adhesive composition after storing a predetermined time, and D is a weight of insoluble components of the adhesive composition after storing for the predetermined time, depositing in ethyl acetate at 25° C. for 12 hours, and then drying for 12 hours in an oven at 100° C.,
wherein the isocyanate curing agent is represented by Formula 1:

wherein, in the Formula 1, R 1 , R 2 , R 3 , R 4 , and R 5 are each independently selected from the group of hydrogen, —(CH 2 ) n1 —NCO, and —(CH 2 ) n2 —NCO, provided that two of R 1 , R 2 , R 3 , R 4 , and R 5 are —(CH 2 ) n1 —NCO and —(CH 2 ) n2 —NCO, respectively, and n1 and n2 are each independently integers from 2 to 10,
wherein the acrylic copolymer includes a copolymer of a hydroxyl group containing (meth)acrylic acid ester and (meth)acrylic acid alkyl ester.

7. The adhesive composition as claimed in claim 6 , wherein the adhesive composition has a gel fraction of 70% or higher in 36 hours after formation of the adhesive layer on a film.

8. The adhesive composition as claimed in claim 6 , wherein the adhesive composition has a viscosity change rate (Δη) of less than 10%, expressed as Equation 3:
Δη=|( b−a )|/ a× 100,  [Equation 3]

wherein, in the Equation 3, a is an initial viscosity of the adhesive composition, and b is a viscosity of the adhesive composition after storage at 25° C. for 2 days.

9. A polarizing plate comprising an adhesive layer prepared from the adhesive composition as claimed in claim 6 .

10. The adhesive composition as claimed in claim 6 , wherein the isocyanate curing agent is 2,6-bis(butyl isocyanate)toluene.

11. An adhesive composition, comprising:
an acrylic copolymer, the acrylic copolymer including a copolymer of a hydroxyl group containing (meth)acrylic acid ester and (meth)acrylic acid alkyl ester;
an isocyanate curing agent represented by Formula 1:

wherein, in the Formula 1, R 1 , R 2 , R 3 , R 4 , and R 5 are each independently selected from the group of hydrogen, —(CH 2 ) n1 —NCO, and —(CH 2 ) n2 —NCO, provided that two of R 1 , R 2 , R 3 , R 4 , and R 5 are —(CH 2 ) n1 —NCO and —(CH 2 ) n2 —NCO, respectively, and n1 and n2 are each independently integers from 2 to 10; and
a crosslinking accelerator.

12. The adhesive composition as claimed in claim 11 , wherein n1 and n2 are each independently integers from 3 to 6.

13. The adhesive composition as claimed in claim 11 , wherein the isocyanate curing agent is present in an amount of 0.01 to 10 parts by weight, based on 100 parts by weight of the acrylic copolymer.

14. The adhesive composition as claimed in claim 11 , wherein the crosslinking accelerator includes at least one selected from the group of a metallic catalyst and metal.

15. The adhesive composition as claimed in claim 11 , wherein the crosslinking accelerator is present in the adhesives composition in an amount of 0.01 to 1.5 parts by weight, based on 100 parts by weight of the acrylic copolymer.

16. The adhesive composition as claimed in claim 11 , further comprising a silane coupling agent.

17. A polarizing plate comprising an adhesive layer prepared from the adhesive composition as claimed in claim 11 .

18. The adhesive composition as claimed in claim 11 , wherein the isocyanate curing agent is 2,6-bis(butyl isocyanate)toluene.

Assignees

• Kim Won
• Jeong Eun Hwan
• Kim Yi Eun
• Cheil Ind Inc

Inventors

• Kim Won
• Jeong Eun Hwan
• Kim Yi Eun

Classifications

• C09J133/04

  Homopolymers or copolymers of esters {(C09J143/04 takes precedence)} · CPC title

• G02B5/3025

  Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state (G02B5/3008, G02B5/3016 take precedence) · CPC title

• C08L2312/00

  Crosslinking · CPC title

• C09J133/08 Primary

  Homopolymers or copolymers of acrylic acid esters · CPC title

• Y10T428/2896

  including nitrogen containing condensation polymer [e.g., polyurethane, polyisocyanate, etc.] · CPC title