UV curable silicone composition and an encapsulant or a sheet film thereof
A UV curable silicone composition has exceptional curability by ultraviolet irradiation. The UV curable silicone composition includes (A) an organopolysiloxane composition selected from the following: (A-1) an organopolysiloxane composition comprising a linear organopolysiloxane in which both ends of the molecular chain are capped with alkenyl groups and/or a branched organopolysiloxane containing at least 2 alkenyl groups at the ends of the molecular chain, and an organopolysiloxane containing at least 2 thiol groups in side-chains of the molecular chain, wherein the thiol group content is 1% by mass or more per molecule, (A-2) an organopolysiloxane composition comprising a linear organopolysiloxane in which both ends of the molecular chain are capped with thiol groups, wherein the thiol group content is 1% by mass or more per molecule, and an organopolysiloxane containing at least 2 alkenyl groups in side-chains of the molecular chain and/or a resinous organopolysiloxane containing at least 2 alkenyl groups at the ends of the molecular chain, or (A-3) an organopolysiloxane composition comprising an alkenyl group- and aryl group-containing organopolysiloxane and a multifunctional thiol compound, but furthermore comprising an alkenyl group-containing resinous organopolysiloxane when the multifunctional thiol compound contains only a bifunctional thiol compound, and (B) a silicone-compatible photo-initiator comprising a compound selected from the following: (B-1) an alpha-hydroxyacetophenone, (B-2) a combination of an alpha-hydroxyacetophenone and an alpha-aminoalkylphenone, or (B-3) a combination of an alpha-hydroxyacetophenone and a mono-acylphosphine oxide, wherein the ratio between the thiol groups and alkenyl groups (SH/Vi ratio) included in the organopolysiloxane composition is 0.6 or more.
1. A UV curable silicone composition consisting of:
(A-1) an organopolysiloxane composition consisting of a linear organopolysiloxane in which both ends of the molecular chain are capped with alkenyl groups and/or a branched organopolysiloxane containing at least 2 alkenyl groups at the ends of the molecular chain, and an organopolysiloxane containing at least 2 thiol groups in side-chains of the molecular chain, wherein the thiol group content is 1% by mass or more per molecule,
(B) a silicone-miscible photo-initiator comprising a compound selected from the following:
(B-1) an alpha-hydroxyacetophenone,
(B-2) a combination of an alpha-hydroxyacetophenone and an alpha-aminoalkylphenone, or
(B-3) a combination of an alpha-hydroxyacetophenone and a mono-acylphosphine oxide,
and
(C) one or more component selected from the group consisting of sensitizers, free radical scavengers, and polymerization inhibitors,
wherein the mole ratio between the thiol groups (—SH) and alkenyl groups (—SH/Vi ratio) included in the organopolysiloxane composition is 0.6 or more, and
wherein the photo-initiator (B) includes 0% by mass to 10 by mass of photo-initiator other than an alphahydroxyacetophenone alpha-aminoalkylphenone, or monoacylphosphine oxide, based on the total mass of component (B).
2. The UV curable silicone composition as claimed in claim 1 , wherein the organopolysiloxane containing at least 2 thiol groups in side-chains of the molecular chain in component (A-1) is a cyclic structure.
3. The UV curable silicone composition as claimed in claim 1 , wherein the photo-initiator of (B-1) further comprises a compound having an acetophenone structure other than alpha-hydroxyacetophenone.
4. The UV curable silicone composition as claimed in claim 1 , wherein the content of component (B) is 0.001% by mass to 5% by mass based on the total mass of the UV curable silicone composition.
5. An encapsulant or sheet film comprising the cured product of the UV curable silicone composition as claimed in claim 1 .
6. The UV curable silicone composition as claimed in claim 2 , wherein the photo-initiator of (B-1) further comprises a compound having an acetophenone structure other than alpha-hydroxyacetophenone.
7. The UV curable silicone composition as claimed in claim 2 , wherein the content of component (B) is 0.001% by mass to 5% by mass based on the total mass of the UV curable silicone composition.
8. A UV curable silicone composition consisting of:
(A-2) an organopolysiloxane composition consisting of a linear organopolysiloxane in which both ends of the molecular chain are capped with thiol groups, wherein the thiol group content is 1% by mass or more per molecule, and an organopolysiloxane containing at least 2 alkenyl groups in side-chains of the molecular chain and/or a resinous organopolysiloxane containing at least 2 alkenyl groups at the ends of the molecular chain,
(B) a silicone-miscible photo-initiator comprising a compound selected from the following:
(B-1) an alpha-hydroxyacetophenone,
(B-2) a combination of an alpha-hydroxyacetophenone and an alpha-aminoalkylphenone, or
(B-3) a combination of an alpha-hydroxyacetophenone and a mono-acylphosphine oxide, and
(C) one or more component selected from the group consisting of sensitizers, free radical scavengers, and polymerization inhibitors,
wherein the mole ratio between the thiol groups (—SH) and alkenyl groups (—SH/Vi ratio) included in the organopolysiloxane composition is 0.6 or more, and
wherein the photo-initiator (B) includes 0% by mass to 10 by mass of photo-initiator other than an alphahydroxyacetophenone alpha-aminoalkylphenone, or monoacylphosphine oxide, based on the total mass of component (B).
9. The UV curable silicone composition as claimed in claim 8 , wherein the organopolysiloxane containing at least 2 alkenyl groups in side-chains of the molecular chain in component (A-2) is a linear structure.
10. The UV curable silicone composition as claimed in claim 8 , wherein the photo-initiator of (B-1) further comprises a compound having an acetophenone structure other than alpha-hydroxyacetophenone.
11. The UV curable silicone composition as claimed in claim 8 , wherein the content of component (B) is 0.001% by mass to 5% by mass based on the total mass of the UV curable silicone composition.
12. An encapsulant or sheet film comprising the cured product of the UV curable silicone composition as claimed in claim 8 .
13. A UV curable silicone composition consisting of:
(A-3) an organopolysiloxane composition consisting of an alkenyl group- and aryl group-containing organopolysiloxane and a multifunctional thiol compound, provided that component (A-3) comprises an alkenyl group-containing resinous organopolysiloxane when the multifunctional thiol compound contains only a bifunctional thiol compound,
(B) a silicone-miscible photo-initiator comprising a compound selected from the following:
(B-1) an alpha-hydroxyacetophenone,
(B-2) a combination of an alpha-hydroxyacetophenone and an alpha-aminoalkylphenone, or
(B-3) a combination of an alpha-hydroxyacetophenone and a mono-acylphosphine oxide,
and
(C) one or more component selected from the group consisting of sensitizers, free radical scavengers, and polymerization inhibitors,
wherein the mole ratio between the thiol groups (—SH) and alkenyl groups (—SH/Vi ratio) included in the organopolysiloxane composition is 0.6 or more, and
wherein the photo-initiator (B) includes 0% by mass to 10 by mass of photo-initiator other than an alphahydroxyacetophenone alpha-aminoalkylphenone, or monoacylphosphine oxide, based on the total mass of component (B).
14. The UV curable silicone composition as claimed in claim 13 , wherein the multifunctional thiol compound of component (A-3) is a compound containing 2 to 6 functional primary and secondary thiol groups.
15. The UV curable silicone composition as claimed in claim 13 , wherein the photo-initiator of (B-1) further comprises a compound having an acetophenone structure other than alpha-hydroxyacetophenone.
16. The UV curable silicone composition as claimed in claim 13 , wherein the content of component (B) is 0.001% by mass to 5% by mass based on the total mass of the UV curable silicone composition.
17. An encapsulant or sheet film comprising the cured product of the UV curable silicone composition as claimed in claim 13 .