Liquid crystal emulsions and uses thereof

Patent metadata

Field	Value
Publication number	US-2024279551-A1
Application number	US-202218568233-A
Country	US
Kind code	A1
Filing date	Jun 7, 2022
Priority date	Jun 7, 2021
Publication date	Aug 22, 2024
Grant date	—

Abstract

Compositions comprising liquid crystal composition(s) and isotropic liquid composition(s), and optionally, one or more salt(s) and methods of using same. In various examples, a composition is a bistable liquid crystalline emulsion. In various examples, a composition exhibits reversible emulsification and/or demulsification when subjected to an electric field. An optical device can comprise the composition(s). In various examples, device is an optical device, such as, for example, a light shutter, which may be a bistable light shutter or the like, a display, a television, a sensor, a window, which may be a smart window, an energy efficient window, a privacy window, or the like, a smart label, an electronic paper, an electrooptical device, or the like.

First claim

1 . A composition comprising:
one or more liquid crystal composition(s); and one or more isotropic liquid composition(s),
wherein the liquid crystal composition(s) and the isotropic liquid composition(s) form coexisting phases, and
the interfacial tension between two of the coexisting phases is about 10 mM/m or less.

2 . The composition of claim 1 , wherein the liquid crystal composition(s) is/are chosen from thermotropic liquid crystal compositions, nematic liquid crystalline compositions, and any combination thereof.

3 . The composition of claim 1 , wherein the liquid crystal composition(s) is/are chosen from E7 (4-cyano-4′-n-pentyl-biphenyl, 4-cyano-4′-n-heptyl-biphenyl, 4-cyano-4′-n-oxyoctyl-biphenyl, and 4-cyano-4″-n-pentyl-p-terphenyl at a weight percent ratio of about 51:25:16:8 (based on the total weight of the of 4-cyano-4′-n-pentyl-biphenyl, 4-cyano-4′-n-heptyl-biphenyl, 4-cyano-4′-n-oxyoctyl-biphenyl, and 4-cyano-4″-n-pentyl-p-terphenyl)); cyclohexane-fluorinated biphenyl compounds, fluorinated terphenyl compounds, and mixtures thereof, 4′-butyl-4-heptyl-bicyclohexyl-4-carbonitrile (CCN-47, CAS number 102714-85-2); PCH5 (4-(trans-4-pentylcyclohexyl)benzonitrile); PCH3 (trans-4 (4-propylcyclohexy) benzonitrile); 5CB (4-n-pentyl-4′-cyanobiphenyl); 7CB (4′-Heptyl-4-biphenylcarbonitrile); 80CB (n-octyloxy-cyanobiphenyl); 5CT (CAS No. 54211-46-0; 4-cyano-4′-pentylterphenyl); acrylate functionalized liquid crystal monomers; HNG715600-100; MBBA (N-(p-methoxybenzylidene)-p-butylaniline); DSCG (disodium cromoglycate); and any combination thereof.

4 . The composition of claim 1 , wherein the liquid crystal composition(s) is/are present in the composition at about 50 volume percent to about 99 volume percent of the coexisting phases.

5 . The composition of claim 1 , wherein the isotropic liquid composition(s) is/are chosen from aliphatic compounds, compounds comprising one or more aliphatic group(s), aliphatic ethers, fluorinated analogs and derivatives thereof, and any combination thereof.

6 . The composition of claim 5 , wherein the aliphatic groups are independently at each occurrence a C 6 to C 16 alkyl group.

7 . The composition of claim 1 , wherein the isotropic liquid composition(s) is/are chosen from
mineral oils; hexadecanes; dioctylphthalate; squalane; squalene; perfluorononanes; polydimethylsiloxanes; polyphenylmethylsiloxanes; polydiphenysiloxane; polyethers; and any combination thereof.

8 . The composition of claim 1 , wherein the isotropic liquid component(s) is/are present in the composition at about 1 volume percent to about 50 volume percent of the coexisting phases.

9 . The composition of claim 1 , wherein the liquid crystal composition is E7 (4-cyano-4′-n-pentyl-biphenyl, 4-cyano-4′-n-heptyl-biphenyl, 4-cyano-4′-n-oxyoctyl-biphenyl, and 4-cyano-4″-n-pentyl-p-terphenyl at a weight percent ratio of about 51:25:16:8 (based on the total weight of the of 4-cyano-4′-n-pentyl-biphenyl, 4-cyano-4′-n-heptyl-biphenyl, 4-cyano-4′-n-oxyoctyl-biphenyl, and 4-cyano-4″-n-pentyl-p-terphenyl)).

10 . The composition of claim 1 , wherein the composition comprises:
E7 (4-cyano-4′-n-pentyl-biphenyl, 4-cyano-4′-n-heptyl-biphenyl, 4-cyano-4′-n-oxyoctyl-biphenyl, and 4-cyano-4″-n-pentyl-p-terphenyl at a weight percent ratio of about 51:25:16:8 (based on the total weight of the of 4-cyano-4′-n-pentyl-biphenyl, 4-cyano-4′-n-heptyl-biphenyl, 4-cyano-4′-n-oxyoctyl-biphenyl, and 4-cyano-4″-n-pentyl-p-terphenyl)) and mineral oil; E7 and hexadecane; E7 and dioctylphthalate and squalene; E7 and dioctylphthalate; E7 and squalene; E7 and perfluorononane; E7 and polydimethylsiloxane; E7 and polyphenylmethylsiloxane; E7 and polydiphenysiloxane; or E7 and squalane.

11 . The composition of claim 1 , further comprising one or more salt(s).

12 . The composition of claim 11 , wherein the one or more salt(s) is/are chosen from metal salts, organic salts, and any combination thereof.

13 . The composition of claim 11 , wherein the salt(s) is/are chosen from tetrabutylammonium bromide, tetrabutylammonium tetrafluoroborate, malondialdehyde tetrabutylammonium salt, sodium perchlorate, tetra-n-butylammonium perchlorate, trimethylphenylammonium bromide, n-ethyl-1-naphthylamine hydrobromide, trimethylsulfonium bromide, acetylcholine bromide, 2-bromoethylamine hydrobromide, 2-ethoxy-2-oxoethyl dimethyl sulfonium bromide, 3-(carboxymethyl)benzothiazolium bromide, 3-benzylthiazolium bromide, trimethylsulfoxoniumb, 1-butyl-1-methylpiperidinium bromide, bromodimethylsulfonium bromide, (2-carboxyethyl)dimethylsulfonium bromide, triphenylsulfonium bromide, 1-methyl-1-propylpiperidinium bromide, trimethylsulfonium bromide, 1,1′-(2,6-pyridinediyl)bis(3-methylimidazolium) dibromide, potassium iodide, and any combination thereof.

14 . The composition of claim 11 , wherein the salt(s) is/are present in the composition at about 1×10 −10 percent by weight (wt %) to 10 percent by weight (wt %) (based on the total weight of the composition).

15 . The composition of claim 11 , wherein the liquid crystal composition comprises E7 (4-cyano-4′-n-pentyl-biphenyl, 4-cyano-4′-n-heptyl-biphenyl, 4-cyano-4′-n-oxyoctyl-biphenyl, and 4-cyano-4″-n-pentyl-p-terphenyl at a weight percent ratio of about 51:25:16:8 (based on the total weight of the of 4-cyano-4′-n-pentyl-biphenyl, 4-cyano-4′-n-heptyl-biphenyl, 4-cyano-4′-n-oxyoctyl-biphenyl, and 4-cyano-4″-n-pentyl-p-terphenyl)), the isotropic liquid composition comprises squalane and dioctylphthalate, wherein the squalane and dioctylphthalate are present at a volume/volume ratio of about 30:70 to about 70:30, and the salt is tetrabutylammonium bromide tetrabutylammonium bromide is present at about 1×10 −7 to about 1×10 −3 weight per volume (based on the volume of E7).

16 . The composition of claim 15 , wherein the composition is disposed in a space defined by two between two ITO or ITO coated substrates.

17 . The composition of claim 1 , wherein
the composition comprises domains of the isotropic liquid composition dispersed in a liquid crystal composition; or the composition does not comprise domains of isotropic liquid composition dispersed in the liquid crystal composition; or the composition comprises domains of isotropic liquid composition disposed on a liquid crystal composition and/or a substrate surface.

18 . The composition of claim 1 , wherein the composition is transparent; translucent, or opaque.

19 . The composition of claim 1 , wherein the composition is disposed in a space defined by at least two substrates, where at least two of the substrates are electrically conducting substrates, and at least one of the substrates is transparent.

20 . The composition of claim 19 , wherein the composition is a bistable light shutter.

21 . The composition of claim 1 , wherein the composition is an emulsion or a multiphase system.

22 . The composition of claim 1 , wherein the composition exhibits one or more or all of the following:
a transparent state, a translucent state, or an opaque state after subjecting the composition to an electric field and removing the electric field; reversible emulsification/demulsification of the isotropic liquid component(s) when subjected to an electric field; the liquid crystal composition(s) and isotropic liquid composition(s) are present in distinct phases; or the liquid crystal composition(s) and isotropic liquid composition(s) are present in a multiphase or a multilayer state where at least a portion

Assignees

• Univ Cornell

Inventors

• Abbott Nicholas L
• Roh Sangchul

Classifications

• G02F1/1391

  Bistable or multi-stable liquid crystal cells (G02F1/141 takes precedence) · CPC title

• G02F1/13743

  based on electrohydrodynamic instabilities or domain formation in liquid crystals · CPC title

• C09K2323/061

  Inorganic, e.g. ceramic, metallic or glass · CPC title

• C09K2019/123

  Ph-Ph-Ph · CPC title

• C09K2019/122

  Ph-Ph · CPC title