Sheet and adhesive sheet

Patent metadata

Field	Value
Publication number	US-9534151-B2
Application number	US-88560710-A
Country	US
Kind code	B2
Filing date	Sep 20, 2010
Priority date	Sep 24, 2009
Publication date	Jan 3, 2017
Grant date	Jan 3, 2017

Abstract

A sheet is produced by curing an energy ray curable composition which includes a urethane acrylate oligomer and a compound having a thiol group in the molecule. The sheet has heat resistance to prevent outgassing.

First claim

The invention claimed is:

1. A sheet produced by curing an energy ray curable composition which comprises:
a urethane acrylate oligomer;
a compound having a thiol group in the molecule;
a photopolymerization initiator, and
an energy ray polymerizable monomer,
wherein said compound having a thiol group in the molecule comprises at least one selected from the group consisting of nonyl mercaptan, 1-dodecanethiol, 1,2-ethanedithiol, 1,3-propanedithiol, triazinethiol, triazinedithiol, triazinetrithiol, 1,2,3-propanetrithiol, tetraethylene glycol-bis(3-mercaptopropionate), trimethylolpropane tris(3-mercaptopropionate), pentaerythritol tetrakis(3-mercaptopropionate), pentaerythritol tetrakis thioglycolate, dipentaerythritol hexakis(3-mercaptopropionate), tris[(3-mercaptopropionyloxy)-ethyl]-isocyanurate, 1,4-bis(3-mercaptobutyryloxy)butane, pentaerythritol tetrakis(3-mercaptobutyrate) and 1,3,5-tris(3-mercaptobutyloxyethyl) -1,3,5-triazine-2,4,6-(1H, 3H, 5H)-trione,
wherein the sheet has a thermal weight reduction percentage of 2.1% or less when the sheet is allowed to stand in an air atmosphere at 180° C. for 60 minutes,
wherein a weight average molecular weight of the urethane acrylate oligomer is 1,000 to 30,000 and
wherein an amount of the energy ray polymerizable monomer is 30 to 300 parts by mass based on 100 parts by mass, in terms of solid, of the urethane acrylate oligomer.

2. The sheet according to claim 1 , wherein the content of the compound having a thiol group is 2 mmol or more based on 100 g of the urethane acrylate oligomer.

3. The sheet according to claim 1 , wherein the urethane acrylate oligomer comprises a structural unit derived from a polyether diol.

4. The sheet according to claim 1 , wherein the sheet has a breaking elongation of 50% or more.

5. The sheet according to claim 1 , wherein the sheet has a tensile elastic modulus in the range of 10 to 1000 MPa.

6. The sheet according to claim 1 , wherein the sheet has a thickness of 80 to 500 μm.

7. An adhesive sheet comprising:
the sheet of claim 1 ; and
an adhesive layer on at least one surface of the sheet.

8. The sheet according to claim 1 , wherein the photopolymerization initiator comprises an alkylphenone photopolymerization initiator.

9. The sheet according to claim 1 , wherein said compound having a thiol group in the molecule comprises tetraethylene glycol-bis(3-mercaptopropionate).

10. The sheet according to claim 1 , wherein the sheet has a thermal weight reduction percentage of 1.5-2.1% when the sheet is allowed to stand in an air atmosphere at 180° C. for 60 minutes.

11. The sheet according to claim 1 , wherein the energy ray polymerizable monomer comprises an aromatic(meth)acrylate selected from the group consisting of phenyl hydroxypropyl acrylate and benzyl acrylate.

12. The sheet according to claim 1 , wherein the energy ray polymerizable monomer comprises a heterocyclic(meth)acrylate selected from the group consisting of tetrahydrofurfuryl(meth)acrylate, morpholine acrylate, N-vinylpyrrolidone and N-vinylcaprolactam.

13. The adhesive sheet according to claim 7 , wherein the adhesive layer has a thickness of 10 to 120 μm.

14. A method of producing a sheet comprising curing an energy ray curable composition comprising a urethane acrylate oligomer; a compound having a thiol group in the molecule; a photopolymerization initiator; and an energy ray polymerizable monomer,
wherein said compound having a thiol group in the molecule comprises at least one selected from the group consisting of nonyl mercaptan, 1-dodecanethiol, 1,2-ethanedithiol, 1,3-propanedithiol, triazinethiol, triazinedithiol, triazinetrithiol, 1,2,3-propanetrithiol, tetraethylene glycol-bis(3-mercaptopropionate), trimethylolpropane tris(3-mercaptopropionate), pentaerythritol tetrakis(3-mercaptopropionate), pentaerythritol tetrakis thioglycolate, dipentaerythritol hexakis(3-mercaptopropionate), tris[(3-mercaptopropionyloxy)-ethyl]-isocyanurate, 1,4-bis(3-mercaptobutyryloxy)butane, pentaerythritol tetrakis(3-mercaptobutyrate) and 1,3,5-tris(3-mercaptobutyloxyethyl) -1,3,5-triazine-2,4,6-(1H, 3H, 5H)-trione,
wherein the sheet has a thermal weight reduction percentage of 2.1% or less when the sheet is allowed to stand in an air atmosphere at 180° C. for 60 minutes,
wherein a weight average molecular weight of the urethane acrylate oligomer is 1000 to 30,000 and
wherein an amount of the energy ray polymerizable monomer is 30 to 300 parts by mass based on 100 parts by mass, in terms of solid, of the urethane acrylate oligomer.

15. A method according to claim 14 , wherein the sheet has a thermal weight reduction percentage of 6% or less when the sheet stands in an air atmosphere at 180° C. for 60 minutes.

Assignees

• Fujimoto Hironobu
• Iida Tsutomu
• Fukuzaki Tomohide
• Lintec Corp
• Arakawa Chem Ind

Inventors

• Fujimoto Hironobu
• Iida Tsutomu
• Fukuzaki Tomohide

Classifications

• C09J7/30

  characterised by the adhesive composition · CPC title

• C08J5/18 Primary

  Manufacture of films or sheets · CPC title

• C09J2475/006

  in the substrate · CPC title

• C09J7/385

  Acrylic polymers · CPC title

• C08J3/28

  Treatment by wave energy or particle radiation · CPC title