Liquid polymerizable composition comprising an anhydride derivative monomer and mineral nanoparticles dispersed therein, and its use to manufacture an optical article
A liquid polymerizable composition including an anhydride derivative monomer with mineral nanoparticles homogeneously dispersed therein, as well as its use for the preparation of a transparent polymeric material having a high refractive index and its use in the optical field.
1. A liquid polymerizable composition comprising:
a liquid monomer composition containing a monomer of formula (I):
wherein:
R and R′, identical or different, represent a hydrogen atom or a methyl group,
X is —O—, —S—, —NR1- or —CR2R3-,
R1 is selected from the group consisting of aryl, heteroaryl, aryl C1-C6 alkyl and heteroaryl C1-C6 alkyl, R2 and R3, identical or different, are selected from the group consisting of aryl, heteroaryl, aryl C1-C6 alkyl, heteroaryl C1-C6 alkyl, aryloxy, arylthio, aryl C1-C10 alkyloxy, heteroaryl C1-C10 alkyloxy, aryl C1-C10 alkylthio, and heteroaryl C1-C10 alkylthio, and
mineral nanoparticles homogeneously dispersed in said monomer composition, wherein said mineral nanoparticles consist of a material selected from the group consisting of ZnS, ZrO 2 , TiO 2 and BaTiO 3 .
2. The liquid polymerizable composition of claim 1 , wherein in formula (I), R and R′ are identical.
3. The liquid polymerizable composition of claim 1 , wherein in formula (I), X is —O—, —NR1- or —CR2R3-.
4. The liquid polymerizable composition of claim 1 , wherein in formula (I), X is —O—.
5. The liquid polymerizable composition of claim 1 , wherein in formula (I), X is —NR1- and R1 is selected from the group consisting of aryl, heteroaryl, aryl C1-C6 alkyl and heteroaryl C1-C6 alkyl.
6. The liquid polymerizable composition of claim 1 , wherein in formula (I), X is —CR2R3- and R2 and R3, identical or different, are selected from the group consisting of aryl, heteroaryl, aryl C1-C6 alkyl, heteroaryl C1-C6 alkyl, aryloxy, arylthio, aryl C1-C10 alkyloxy, heteroaryl C1-C10 alkyloxy, aryl C1-C10 alkylthio, and heteroaryl C1-C10 alkylthio.
7. The liquid polymerizable composition of claim 1 , wherein said nanoparticles have a particle size less than 50 nm.
8. The liquid polymerizable composition of claim 1 , wherein the amount of said mineral nanoparticles in the polymerizable composition is comprised between 5% w/w and 60% w/w, based on the total weight of the liquid polymerizable composition.
9. An optical substrate coated with the liquid composition according to claim 1 .
10. The optical substrate according to claim 9 , wherein the article is an ophthalmic lens or an optical lens for optical instrument.
11. An optical article cured of the liquid composition according to claim 1 .
12. An optical article comprising:
(a) an optical substrate, and
(b) a coating obtained by thermal and/or UV curing of the liquid polymerizable composition according to claim 1 .
13. The optical article according to claim 12 , wherein the article is an ophthalmic lens or an optical lens for optical instrument.
14. The liquid polymerizable composition of claim 1 , wherein the monomer of formula (I) is methacrylic anhydride.
15. The liquid polymerizable composition of claim 1 , wherein said nanoparticles have a particle size between 30 nm and 5 nm.
16. The liquid polymerizable composition of claim 1 , wherein the amount of said mineral nanoparticles in the polymerizable composition is comprised between 10% w/w and 50% w/w, based on the total weight of the liquid polymerizable composition.
17. A process for increasing the refractive index of a polymeric material obtained by thermal and/or UV curing of a liquid monomer composition containing a monomer of formula (I):
wherein:
R and R′, identical or different, represent a hydrogen atom or a methyl group,
X is —O—, —S—, —NR1- or —CR2R3-,
R1 is selected from the group consisting of aryl, heteroaryl, aryl C1-C6 alkyl and heteroaryl C1-C6 alkyl, R2 and R3, identical or different, are selected from the group consisting of aryl, heteroaryl, aryl C1-C6 alkyl, heteroaryl C1-C6 alkyl, aryloxy, arylthio, aryl C1-C10 alkyloxy, heteroaryl C1-C10 alkyloxy, aryl C1-C10 alkylthio, and heteroaryl C1-C10 alkylthio, and
said process comprising the step of homogeneously dispersing mineral nanoparticles in said monomer composition, wherein said mineral nanoparticles consist of a material selected from the group consisting of ZnS, ZrO 2 , TiO 2 and BaTiO 3 .