Particles for electrophoretic displays
This invention relates to polymer particles, a process for their preparation, the use of these particles for the preparation of an electrophoretic device, and electrophoretic displays comprising such particles.
1. An electrophoretic fluid comprising coloured polymer particle consisting of monomer units of 0.5 -5% by weight based on the total weight of the polymerizable composition except solvent, of at least one polymerisable light stabiliser, monomer units of at least one monomer, monomer units of at least one polymerisable dye, optionally at least one core particle, optionally monomer units of at least one charged co-monomer, and optionally, monomer units of at least one crosslinking co-monomer, and optionally of at least one optionally polymerizable steric stabilizer, and wherein the coloured polymer particle has a colorfastness of ≥6 according to the Blue Wool Scale.
2. The electrophoretic fluid according to claim 1 , wherein the polymerisable light stabiliser is polymerisable hindered amine.
3. The electrophoretic fluid according to claim 1 , wherein the polymerisable light stabiliser is a compound of Formula 1
where
R is H, linear or branched, substituted or non-substituted alkyl, cycloalkyl, or aryl, halogen, hydroxy or alkoxy,
R′ is independently H or linear or branched, substituted or non-substituted alkyl, preferably H,
R″ is independently H or linear or branched, substituted or non-substituted alkyl,
R′″ is independendy H or linear or branched, substituted or non-substituted alkyl,
A is a polymerisable group,
B is a spacer group,
C is a single bond or O, NH, NR', or CH 2 , and a ≥1, and b and c ≥0.
4. The electrophoretic fluid according to claim 1 , wherein the polymerisable light stabiliser is a compound of Formula 2
where
R 1 is H, linear or branched, substituted or non-substituted alkyl,
R 2 is independently H or linear or branched, substituted or non-substituted alkyl,
A is a polymerisable group selected from acrylate, methacrylate, acrylamide or methacrylamide groups,
B is a spacer group,
C is a single bond or O, NH, NR', or CH 2 , and a ≥1, and b and c≥0.
5. The electrophoretic fluid according to claim 1 , wherein the polymerisable light stabiliser is a compound of Formula 3
wherein
R 1 is H, linear or branched, substituted or non-substituted alkyl,
R 2 is independently H or linear or branched, substituted or non-substituted alkyl, and
R 3 is a polymerisable group.
6. The electrophoretic fluid according to claim 1 , wherein the polymerisable light stabilizer is 1,2,2,6,6-pentamethyl-4-piperidyl methacrylate.
7. The electrophoretic fluid according to claim 1 , wherein the at least one core particle is an organic or inorganic pigment particle.
8. The electrophoretic fluid according to claim 1 , wherein the at least one polymerisable dye comprises a chromophore, at least one polymerisable group, optionallyat least one linker group, and optionallyat least one charged group.
9. A process for the preparation of the coloured polymer particle according to claim 1 for use in electrophoretic devices, comprising
a) polymerising at least one monomer, at least one polymerisable light stabiliser, at least one initiator, at least one polymerisable dye, optionally at least one charged co-monomer, optionally at least one core particle, optionally at least one optionally polymerizable steric stabilizer and optionally at least one crosslinking co-monomer by dispersion or emulsion polymerisation in a non-aqueous, non-polar solvent, and
b) optionally washing and drying the polymer particles, wherein the dispersion consists of 0.5 -5% by weight of at least one polymerizable light stabiliser, up to 15% by weight of at least one polymerizable dye,50 -90% by weight of at least one monomer, optionally 1 -40% by weight of crosslinking monomer, optionally 1 -30% by weight of ionic monomer, optionally up to 30% of at least one stabilizer, optionally 0.1 -75% by weight of at least one organic or inorganic pigment particle, wherein all percentages are based on the total weight of the polymerizable composition except solvent.
10. A method comprising utilizing a coloured polymer particle prepared by the process according to claim 9 in optical, electrooptical, electronic, electrochemical, electrophotographic, electrowetting and electrophoretic displays, and in security, cosmetic, decorative, and diagnostic applications.
11. The electrophoretic fluid comprising polymer particles prepared by the process according to claim 9 .
12. An electrophoretic display device comprising the electrophoretic fluid according to claim 1 .
13. The electrophoretic display device according to claim 12 , wherein the electrophoretic fluid is applied by a technique selected from the group consisting of inkjet printing, slot die spraying, nozzle spraying, and flexographic printing, and contact or contactless printing or deposition technique.
14. Electrophoretic fluid according to claim 1 , wherein the coloured polymer particles have a particle size of 50 nm to less than 1000 nm.
15. An electrophoretic fluid comprising coloured polymer particle consisting of monomer units of at least one polymerisable light stabiliser, monomer units of at least one monomer, monomer units of at least one polymerisable dye, optionally at least one core particle, optionally monomer units of at least one charged co-monomer, and optionally, monomer units of at least one crosslinking co-monomer, and optionally of at least one optionally polymerizable steric stabilizer, and wherein the particles are obtained from a dispersion comprising 0.5 -5% by weight of at least one polymerizable light stabiliser, up to 15% by weight of at least one polymerizable dye, 50 -90% by weight of at least one monomer, optionally 1 -40% by weight of crosslinking monomer, optionally 1 -30% by weight of ionic monomer, optionally up to 30% of at least one stabilizer, optionally 0.1 -75% by weight of at least one organic or inorganic pigment particle, wherein all percentages are based on the total weight of the polymerizable composition except solvent, and wherein the coloured polymer particle has a colorfastness of ≥6 according to the Blue Wool Scale.
16. The electrophoretic fluid according to claim 1 , wherein the at least one monomer is selected from methyl methacrylate, ethyl methacrylate, methacrylic acid, n-butyl methacrylate, methyl acrylate, ethyl acrylate, acrylic acid, and/or n-butyl acrylate, 2-methacryloxy ethyl trimethyl ammonium chloride (MOTAC), acryloxy ethyl trimethyl ammonium chloride (AOTAC) and [2-(methacryloyloxy)ethyl] trimethylammonium methyl sulfate solution.