Uv-blocking coatings and anti-fogging and superhydrophobic coatings

Patent metadata

Field	Value
Publication number	US-2024010870-A1
Application number	US-202118022155-A
Country	US
Kind code	A1
Filing date	Aug 20, 2021
Priority date	Aug 20, 2020
Publication date	Jan 11, 2024
Grant date	—

Abstract

Compositions comprising a substrate and a silane-based polymer are disclosed. Coated substrates and articles comprising the compositions are also disclosed. Process of preparing the compositions and methods of using the same, such as for UV-blocking coatings are provided. Compositions comprising a substrate, a silane compound and a surfactant wherein a weight per weight (w/w) ratio of the silane compound and the surfactant is between 10:1 (w/w) to 40:1 (w/w) are disclosed. Coated substrates and articles comprising the compositions are also disclosed. Process of preparing the compositions and methods of using the same, such as for anti-fogging and superhydrophobic coatings are provided.

First claim

1 . A coated substrate comprising a substrate, and a silane-based polymer, wherein:
i) said silane-based polymer is covalently bound to at least a portion of said substrate, forming a coating layer, and ii) said silane-based polymer is represented by or comprises Formula I:

wherein:
x represents an integer between 2 and 10.000;
each Y′ independently represents H or a covalent bond to the substrate; R 3 comprises an aromatic UV absorbing functional group;
R 1 represents hydrogen, or is selected from the group comprising -----O, optionally substituted C 1 -C 6 alkyl, —O(C 1 -C 6 alkyl), —OH, or a combination thereof;
represents a covalent bond to i) the substrate, or ii) to an adjacent monomer;
and wherein the silane-based polymer comprises at least one covalent bond to the substrate.

2 . The coated substrate of claim 1 , wherein R 3 is represented by or comprises Formula Ic:

wherein:
A comprises an aromatic ring, a fused aromatic ring, a fused heteroaromatic ring, a heterocyclic ring, a fused ring comprising a cycloalkyl, bicyclic cycloalkyl, heterocyclyl, or a bicyclic heterocyclyl;
each Y independently represents C, CH, CH 2 , or O;
n is an integer ranging from 1 to 5;
each k is an integer ranging from 0 to 5;
m is an integer ranging from 0 to 5; and
each of R and R 2 independently represents hydrogen, or is selected from the group comprising —OH, —C(═O), halogen, optionally substituted C 1 -C 6 alkyl, —NH 2 , an optionally substituted aromatic ring, a fused heteroaromatic ring, optionally substituted heterocyclyl, or any combination thereof.

3 . The coated substrate of claim 1 , wherein said silane-based polymer is represented by or comprises Formula II:

optionally wherein said silane-based polymer is represented by Formula IIIa: by Formula IIIb:

or by Formula Mc:

further optionally wherein said silane-based polymer is derived from a monomer represented by any one of:

4 . (canceled)

5 . (canceled)

6 . The coated substrate of claim 1 , wherein said substrate comprises an at least partially oxidized surface comprising a plurality of hydroxy groups, and wherein said substrate is an organic polymeric substrate.

7 . The coated substrate of claim 1 , wherein said coating layer is characterized by a dry thickness between 0.2 μm and 50 μm, optionally wherein said coating layer comprises at least two coating layers.

8 . (canceled)

9 . The coated substrate of claim 1 , further comprising between 0.01% (w/w) and 0.2% (w/w) of a surfactant selected from the group consisting of: cetyltrimethylammonium bromide (CTAB), cetyltrimethylammonium chloride (CTACl), tetradecyltrimethylammonium bromide (TTAB), tetradecyltrimethylammonium chloride (TTACl), dodecyltrimethylammonium bromide (DTAB), dodecyltrimethylammonium chloride (DTACl), dodecylethyidimethylammonium bromide (DEDTAB), decyltrimethyl ammonium bromide(D10TAB), dodecyltriphenylphosphonium bromide (DTPB), or any combination thereof.

10 . (canceled)

11 . The coated substrate of claim 6 , wherein said organic polymeric substrate comprises a polymer selected from the group consisting of: polyethylene (PE), polypropylene (PP), polyethylene terephthalate (PET), PET derivatives, polymethylmethacrylate(PMMA), polystyrene (PS), polyvinyl alcohol (PVA), polycarbonate (PC), silicon rubber, high-density polyethylene (HDPE), low-density polyethylene (LDPE), very low-density polyethylene (VLDPE), polyester, polyvinyl chloride (PVC), polyacetal, cellulose, cellulose derivatives, poly(2-hydroxyethyl methacrylate) (pHEMA), nylon, and any combination thereof.

12 . The coated substrate of claim 1 , wherein said coating layer is characterized by at least one of: an ultraviolet (UV) transmission of less than 60%; a visible light transmission (VLT) between 80% and 99%; a haze between 6% and 20%. a shrinkage between 1% and 40%, obtained by thermal shrinkage process; and improved UV-blocking transmission; optionally wherein said coated substrate is in a form of an article selected from the group consisting of: transparent plastic surface, lenses, package, and windows.

13 . (canceled)

14 . (canceled)

15 . (canceled)

16 . (canceled)

17 . (canceled)

18 . (canceled)

19 . A process for obtaining the coated substrate of claim 1 , comprising the steps of:
(a) providing at least partially oxidized substrate comprising a plurality of hydroxy groups; and (b) contacting said substrate with a composition comprising: (i) a silane-based monomer, wherein said silane-based monomer is represented by or comprises Formula Id:

wherein:
A comprises an aromatic ring, a fused aromatic ring, a fused heteroaromatic ring, a heterocyclic ring, a fused ring comprising a cycloalkyl, bicyclic cycloalkyl, heterocyclyl, or a bicyclic heterocyclyl; each Y independently represents C, CH, CH 2 , or O; n is a integer ranging from 1 to 5; each k is a integer ranging from 0 to 5; m is a integer ranging from 0 to 5; each of R 1 , R 2 , R 3 independently represents hydrogen, or is selected from the group comprising optionally substituted C 1 -C 6 alkyl, —O(C 1 -C 6 alkyl), —OH, or a combination thereof, wherein at least one R′, R 2 or R 3 represents said substituent; and each of R, R 4 independently represents hydrogen, or is selected from the group comprising —OH, —C(═O), halogen, optionally substituted C 1 -C 6 alkyl, —NH 2 , an optionally substituted aromatic ring, a fused heteroaromatic ring, optionally substituted heterocyclyl, or any combination thereof; and (ii) a solvent, a surfactant or both, under conditions suitable for said silane-based monomer to polymerize and covalently bound to said substrate, thereby forming a coating layer on said substrate.

20 .- 33 . (canceled)

34 . A coated substrate comprising a substrate and mesoporous SiO 2 -coating, wherein:
i) said mesoporous SiO 2 -coating is covalently bound to at least a portion of said substrate, forming a first coating layer; ii) said first coating layer is characterized by a dry thickness between 0.001 μm and 10 μm; and iii) said first coating layer is characterized by a roughness between 1 nm and 100 nm, as measured by Atomic Force Microscope (AFM).

35 . The coated substrate of claim 34 , wherein said substrate is selected from the group consisting of: a polymeric substrate, a paper substrate a glass substrate, and any combination thereof.

36 . The coated substrate of claim 35 , wherein said polymeric substrate comprises a polymer selected from the group consisting of: polyethylene (PE), polypropylene (PP), polyethylene terephthalate (PET), PET derivatives, polymethylmethacrylate (PMMA), polystyrene (PS), polyvinyl alcohol (PVA), polycarbonate (PC), silicon rubber, high-density polyethylene (HDPE),

Assignees

• Univ Bar Ilan

Inventors

• Margel Shlomo
• Iline-Vul Taly
• Kanovsky Naftali
• Cohen Sarit

Classifications

• C08L83/00

  Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers · CPC title

• C09D183/06 Primary

  containing silicon bound to oxygen-containing groups (C09D183/12 takes precedence) · CPC title

• C09D7/40

  Additives · CPC title

• B05D5/08

  to obtain an anti-friction or anti-adhesive surface (rendering particulate materials free-flowing in general, e.g. making them hydrophobic B01J2/30) · CPC title

• B05D1/36

  Successively applying liquids or other fluent materials, e.g. without intermediate treatment · CPC title