Method of making electrophoretic dispersion

Patent metadata

Field	Value
Publication number	US-9732231-B2
Application number	US-201615224964-A
Country	US
Kind code	B2
Filing date	Aug 1, 2016
Priority date	Nov 5, 2010
Publication date	Aug 15, 2017
Grant date	Aug 15, 2017

Abstract

The present invention is directed to methods of making an electrophoretic dispersion comprising pigment particles dispersed in a solvent or solvent mixture, wherein said pigment particles comprises at least one polymer chain comprising a terminal thiocarbonylthio group, attached to the particle surface. The invention also relates to pigment particles suitable for use in an electrophoretic dispersion and methods for their preparation through a RAFT polymerization technique.

First claim

What is claimed is:

1. A method of preparing coated charged pigment particles dispersed in a hydrocarbon solvent, comprising polymer chains attached to the pigment particle surface, comprising:
(a) reacting pigment particles with a Reversible Addition-Fragmentation chain Transfer (RAFT) reagent bearing an anchoring group; and
(b) performing RAFT polymerization in the presence of a free radical initiator, thereby causing the pigment particles to attach to polymer chains comprising:
an outer polymer layer formed from first monomers, the outer polymer layer being compatible with the hydrocarbon solvent,
an inner polymer layer formed from second monomers different from the first monomers, wherein the second monomers comprise a charged functional group to provide charge to the pigment particles, and
a terminal thiocarbonylthio group attached to the outer polymer layer.

2. The method of claim 1 , wherein the terminal thiocarbonylthio group comprises an optionally substituted alkyl, an optionally substituted aryl, an optionally substituted alkylaryl, or an optionally substituted arylalkyl group.

3. The method of claim 1 , wherein the first monomer is selected from the group consisting of styrene, methyl acrylate, methyl methacrylate, n-butyl acrylate, n-butyl methacrylate, t-butyl acrylate, t-butyl methacrylate, vinyl pyridine, n-vinyl pyrrolidone, 2-hydoxyethyl acrylate, 2-hydroxyethyl methacrylate, dimethylaminoethyl methacrylate, vinylbenzylaminoethylaminopropyl-trimethoxysilane, methacryloxypropyltrimethoxysilane, acrylic acid, methacrylic acid and vinyl phosphoric acid, and
the second monomer is selected from the group consisting of lauryl acrylate, lauryl methacrylate, 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, hexyl acrylate, hexyl methacrylate, n-octyl acrylate, n-octyl methacrylate, n-octadecyl acrylate, and n-octadecyl methacrylate.

4. The method of claim 1 , further comprising mixing the pigment particles with a reagent comprising both the free radical initiator and the anchoring group.

5. The method of claim 1 , wherein steps (a) and (b) are initiated with different free radical initiators.

6. The method of claim 1 , further comprising modifying the surface of the pigment particles to introduce a vinyl functional group.

7. The method of claim 1 , wherein the resulting particle comprises a molar ratio of first monomers to second monomers of between 10:1 and 1:1.

8. The method of claim 1 , wherein the anchoring group is a carboxylic acid group, a primary amino group, a secondary amino group, a hydroxyl group, a mecapto group, or a silane group.

Assignees

• E Ink California Llc

Inventors

• Li Yu
• Du Hui
• Liu Yayong
• Gu Haiyan
• Zang Hongmei

Classifications

• C09C1/3669

  Treatment with low-molecular organic compounds · CPC title

• C08F292/00

  Macromolecular compounds obtained by polymerising monomers on to inorganic materials · CPC title

• G02F2001/1678

  characterised by the composition or particle type · CPC title

• C09C1/3692

  Combinations of treatments provided for in groups C09C1/3615 - C09C1/3684 · CPC title

• C08F2438/03

  Use of a di- or tri-thiocarbonylthio compound, e.g. di- or tri-thioester, di- or tri-thiocarbamate, or a xanthate as chain transfer agent, e.g . Reversible Addition Fragmentation chain Transfer [RAFT] or Macromolecular Design via Interchange of Xanthates [MADIX] · CPC title