Photocurable polymeric dielectrics and methods of preparation and use thereof

• US 9,923,158 B2
• Filed: 08/25/2014
• Issued: 03/20/2018
• Est. Priority Date: 11/24/2008
• Status: Active Grant

• Current Assignee: Flexterra, Inc.
• Original Assignee: BASF SE, Flexterra, Inc.
• Inventors: Quinn, Jordan, Yan, He, Zheng, Yan, Newman, Christopher, Koehler, Silke Annika, Facchetti, Antonio, Breiner, Thomas
• Primary Examiner(s): Choi, Ling
• Assistant Examiner(s): Miller, David L
• Application Number:
  US14/467,839
• Publication Number:
  US 20140363690A1
• Time in Patent Office: 1,303 Days
• CPC Class Codes: B05D 3/06 by exposure to radiation B05D3/02 takes precedence ; plasma treatment B05D3/141
• CPC Class Codes: C08F 118/12 with unsaturated alcohols containing three or more carbon atoms
• CPC Class Codes: C08F 12/22 Oxygen
• CPC Class Codes: C08F 12/24 Phenols or alcohols
• CPC Class Codes: C08F 212/22 Oxygen
• CPC Class Codes: C08F 212/32 containing two or more rings
• CPC Class Codes: C08F 216/10 Carbocyclic compounds
• CPC Class Codes: C08F 220/14 Methyl esters , e.g. methyl (meth)acrylate
• CPC Class Codes: C08G 61/02 Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes
• CPC Class Codes: C09D 125/18 Homopolymers or copolymers of aromatic monomers containing elements other than carbon and hydrogen
• CPC Class Codes: H01B 3/442 from aromatic vinyl compounds
• CPC Class Codes: H01B 3/447 from acrylic compounds
• CPC Class Codes: H10K 10/471 the gate dielectric comprising only organic materials
• CPC Class Codes: H10K 85/141 comprising aliphatic or olefinic chains, e.g. poly N-vinylcarbazol, PVC or PTFE
• CPC Class Codes: H10K 85/151 Copolymers
• CPC Class Codes: H10K 85/6574 comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes
• CPC Class Codes: Y10T 428/31938 Polymer of monoethylenically unsaturated hydrocarbon

Abstract

Disclosed are polymer-based dielectric compositions (e.g., formulations) and materials (e.g. films) and associated devices. The polymers generally include photocrosslinkable pendant groups; for example, the polymers can include one or more coumarin-containing pendant groups.

Claims

1. A vinyl polymer, having a formula:

3. The vinyl polymer of claim 1, having one or more property, selected from the group consisting of:

a dielectric constant between 1.1 and 5.0;

a glass transition temperature (T_g) between about 100°

C. and about 200°

C.;

a solubility of greater than about 0.1 mg/mL in a solvent selected from the group consisting of anisole, xylene, cyclopentanone, cyclohexane, and cyclohexanone;

a maximum absorbance wavelength in a range of about 250 nm and about 450 nm; and

a weight average molecular weight (Mw) between about 10,000 Da and about 100,000 Da.

4. A method of preparing a dielectric material, the method comprising:

preparing a solution comprising the vinyl polymer of claim 1;

depositing the solution onto a substrate to provide a coating; and

exposing the coating to radiation to induce crosslinking and create a crosslinked dielectric material.

5. The vinyl polymer of claim 1, having the formula:

6. The vinyl polymer of claim 1, having the formula:

2. A vinyl polymer, selected from the group consisting of: