UV curable interlayer composition for printed electronics application

Patent metadata

Field	Value
Publication number	US-10113082-B2
Application number	US-201615268786-A
Country	US
Kind code	B2
Filing date	Sep 19, 2016
Priority date	Sep 19, 2016
Publication date	Oct 30, 2018
Grant date	Oct 30, 2018

Abstract

UV-curable interlayer compositions are provided. An interlayer composition may contain a polyallyl isocyanurate compound, an ester of β-mercaptopropionic acid, a monofunctional (meth)acrylate monomer having one or more cyclic groups, and a photoinitiator. Processes of using the interlayer compositions to form multilayer structures and the multilayer structures are also provided.

First claim

What is claimed is:

1. A multilayer structure comprising:
a substrate;
an interlayer film on the substrate, the interlayer film formed from an interlayer composition consisting essentially of
one or more types of a polyallyl isocyanurate compound,
one or more types of an ester of β-mercaptopropionic acid,
one or more types of a monofunctional (meth)acrylate monomer,
one or more types of photoinitiators, and
optionally, one or more types of a surface leveling agent, and

a conductive layer on the interlayer film, the conductive layer comprising sintered metal nanoparticles.

2. The multilayer structure of claim 1 , wherein the interlayer composition does not include a polymeric component or an oligomeric component.

3. The multilayer structure of claim 1 , wherein the one or more types of the monofunctional (meth)acrylate monomer is selected from tetrahydrofurfuryl methacrylate, tetrahydrofurfuryl acrylate, 3,3,5-trimethylcyclohexyl acrylate, 3,3,5-trimethylcyclohexyl methacrylate, and combinations thereof.

4. The multilayer structure of claim 1 , wherein the one or more types of the polyallyl isocyanurate compound and the one or more types of the ester of β—mercaptopropionic acid are provided in the form of a blend, and the blend is present in an amount of from about 30% to about 85% by weight, the one or more types of the monofunctional (meth)acrylate monomer is present in an amount of from about 15% to about 70% by weight, and the one or more types of the photoinitiator is present in an amount of from about 0.05% to about 10% by weight.

5. The multilayer structure of claim 1 , wherein the one or more types of the ester of β-mercaptopropionic acid is selected from an alkyl 3-mercaptopropionate, trimethylolpropane tris(3-mercaptopropionate), pentaerythritol tetrakis(3-mercaptopropionate), ethylene glycol bis(3-mercaptopropionate), dipentaerythritol hexakis(3-mercaptopropionate), and combinations thereof;
the one or more types of the polyallyl isocyanurate compound is selected from 1,3,5-triallyl-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, 2,4,6-triallyloxy-1,3,5-triazine, and a combination thereof; and
the one or more types of the monofunctional (meth)acrylate monomer is selected from tetrahydrofurfuryl methacrylate, tetrahydrofurfuryl acrylate, 3,3,5-trimethylcyclohexyl acrylate, 3,3,5-trimethylcyclohexyl methacrylate, cyclic trimethylolpropane formal (meth)acrylate, dicyclopentadienyl (meth)acrylate, and combinations thereof.

6. The multilayer structure of claim 1 , wherein the sintered metal nanoparticles comprise sintered silver nanoparticles.

7. The multilayer structure of claim 1 , wherein the average thickness of the interlayer film is less than about 15 μm.

8. The multilayer structure of claim 1 , wherein the interlayer film exhibits one or more of the following properties: a T g in the range of from about minus 10° C. to about 100° C.; a Young's modulus at room temperature in the range of from about 0.2 kgf/mm 2 to about 1 kgf/mm 2 ; a surface free energy at 25° C. of from about 23 mN/m to about 43 mN/m; and an instant water contact angle at room temperature of from about 45 degrees to about 105 degrees.

9. The multilayer structure of claim 8 , wherein the interlayer film exhibits each of the properties.

10. The multilayer structure of claim 1 , wherein the monofunctional (meth)acrylate monomer comprises one or more cyclic groups.

11. The multilayer structure of claim 10 , wherein the one or more cyclic groups comprise cyclic alkyl groups or cyclic alkenyl groups.

12. The multilayer structure of claim 1 , wherein the ester of β-mercaptopropionic acid is selected from an alkyl 3-mercaptopropionate, trimethylolpropane tris(3-mercaptopropionate), pentaerythritol tetrakis(3-mercaptopropionate), ethylene glycol bis(3-mercaptopropionate), dipentaerythritol hexakis(3-mercaptopropionate), and combinations thereof.

13. The multilayer structure of claim 1 , wherein the polyallyl isocyanurate compound is selected from triallyl isocyanurate compounds and combinations thereof.

14. The multilayer structure of claim 1 , wherein the monofunctional (meth)acrylate monomer is selected from tetrahydrofurfuryl methacrylate, tetrahydrofurfuryl acrylate, 3,3,5-trimethylcyclohexyl acrylate, 3,3,5-trimethylcyclohexyl methacrylate, cyclic trimethylolpropane formal (meth)acrylate, dicyclopentadienyl (meth)acrylate, and combinations thereof.

15. The multilayer structure of claim 1 , wherein the one or more types of the polyallyl isocyanurate compound and the one or more types of the ester of β—mercaptopropionic acid are provided in the form of a blend, and the blend is present in an amount of from about 30% to about 85% by weight, the one or more types of the monofunctional (meth)acrylate monomer is present in an amount of from about 15% to about 70% by weight, and the one or more types of the photoinitiator is present in an amount of from about 0.05% to about 10% by weight,
and further wherein the one or more types of the ester of β-mercaptopropionic acid is selected from an alkyl 3-mercaptopropionate, trimethylolpropane tris(3-mercaptopropionate), pentaerythritol tetrakis(3-mercaptopropionate), ethylene glycol bis(3-mercaptopropionate), dipentaerythritol hexakis(3-mercaptopropionate), and combinations thereof;
the one or more types of the polyallyl isocyanurate compound is selected from 1,3,5-triallyl-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, 2,4,6-triallyloxy-1,3,5-triazine, and a combination thereof; and
the one or more types of the monofunctional (meth)acrylate monomer is selected from tetrahydrofurfuryl methacrylate, tetrahydrofurfuryl acrylate, 3,3,5-trimethylcyclohexyl acrylate, 3,3,5-trimethylcyclohexyl methacrylate, cyclic trimethylolpropane formal (meth)acrylate, dicyclopentadienyl (meth)acrylate, and combinations thereof.

16. A process for forming a multilayer structure, the process comprising:
depositing a UV-curable interlayer composition on a substrate, the interlayer composition consisting essentially of
one or more types of a polyallyl isocyanurate compound,
one or more types of an ester of β-mercaptopropionic acid,
one or more types of a monofunctional (meth)acrylate monomer,
one or more types of photoinitiators, and
optionally, one or more types of a surface leveling agent, and

exposing the deposited interlayer composition to UV light under conditions sufficient to cure the interlayer composition to form a cured interlayer film;
depositing a conductive composition comprising metal nanoparticles on the cured interlayer film; and
annealing the conductive composition to produce a conductive layer comprising sintered metal nanoparticles.

17. The process of claim 16 , wherein the interlayer composition is deposited at room temperature and in an ambient atmosphere.

Assignees

• Xerox Corp

Inventors

• Song Guiqin
• Chopra Naveen
• Hu Nan-Xing
• Abraham Biby Esther
• Chretien Michelle N

Classifications

• C09D11/52

  Electrically conductive inks · CPC title

• C09D11/322

  Pigment inks · CPC title

• C09D5/002

  Priming paints (C09D5/08 takes precedence) · CPC title

• H05K1/097

  Inks comprising nanoparticles and specially adapted for being sintered at low temperature (H05K1/095 takes precedence) · CPC title

• C09D135/02

  Homopolymers or copolymers of esters (C09D135/06, C09D135/08 take precedence) · CPC title