Sensitizer for UV-LED photocuring and preparation method and use thereof
The present disclosure provides a sensitizer for UV-LED photocuring, having a chemical structure as represented by formula (I). This sensitizer has a very good adaptability to existing photoinitiators, can significantly improve the curing efficiency under the irradiation of a UV-LED light source when used in a photocurable composition, and has excellent application properties.
1. A sensitizer for UV-LED photocuring, having a structure of formula (I):
wherein,
R 1 represents a C 1 -C 20 linear or branched alkyl group, a C 3 -C 20 cycloalkyl group, or a C 4 -C 20 alkylcycloalkyl or cycloalkylalkyl group;
R 2 represents a C 1 -C 40 n-valent hydrocarbyl group, in which —CH 2 — may be optionally substituted with an —O— group or a 1,4-phenylene group, provided that two —O— groups are not directly connected with each other;
n is 1, 2, 3, or 4.
2. The sensitizer according to claim 1 , wherein in the structure of formula (I), R 1 represents a C 1 -C 4 linear or branched alkyl group, a C 3 -C 8 cycloalkyl group, or a C 4 -C 8 alkylcycloalkyl or cycloalkylalkyl group.
3. The sensitizer according to claim 1 , wherein in the structure of formula (I), R 1 is selected from the group consisting of a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a cyclopentyl group, a cyclohexyl group, a cyclopentyl methyl group, and a cyclopentyl ethyl group.
4. The sensitizer according to claim 1 , wherein in the structure of formula (I), R 2 represents a C 1 -C 10 linear or branched n-valent alkyl group, in which —CH 2 — may be optionally substituted with an —O— group or a 1,4-phenylene group, provided that two —O— groups are not directly connected with each other.
5. The sensitizer according to claim 1 , wherein in the structure of formula (I), R 2 is selected from the group consisting of CH 3 —, CH 3 CH 2 —, CH 3 CH 2 CH 2 —, CH 3 CH 2 CH 2 CH 2 —, CH 3 —(CH 2 ) 4 —, CH 3 —(CH 2 ) 5 —, CH 3 —(CH 2 ) 6 —, CH 3 —(CH 2 ) 7 —, C(CH 2 -) 4 , CH(CH 2 CH 2 -) 3 , CH(CH 2 CH 2 CH 2 -) 3 , CH(CH 2 —O—CH 2 -) 3 , —(CH 2 ) 9 —, —(CH 2 ) 2 —O—(CH 2 ) 3 —O—(CH 2 ) 2 —, and —C 6 H 4 —C(CH 3 ) 2 —C 6 H 4 —.
6. A preparation method for the sensitizer according to claim 1 , comprising:
(1) performing a reduction reaction on a raw material 1 to generate an intermediate a;
(2) performing a Friedel-Crafts reaction between the intermediate a and an acid chloride R 1 —CO—Cl in the presence of a catalyst to obtain an intermediate b; and
(3) performing an esterification reaction between the intermediate b and an alcohol R 2 —(OH) n to obtain a product having a structure of formula (I);
the process formula of the reactions being shown below:
7. The preparation method according to claim 6 , wherein the reduction reaction of step (1) is performed in a solvent containing a reducing agent, wherein the solvent is acetic acid or hydrochloric acid, and the reducing agent is zinc powder or iron powder.
8. The preparation method according to claim 6 , wherein in the reaction of step (2), the catalyst is aluminum trichloride.
9. The sensitizer according to claim 1 in a UV-LED photocuring system.
10. The sensitizer according to claim 2 , wherein in the structure of formula (I), R 1 is selected from the group consisting of a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a cyclopentyl group, a cyclohexyl group, a cyclopentyl methyl group, and a cyclopentyl ethyl group.
11. The sensitizer according to claim 4 , wherein in the structure of formula (I), R 2 is selected from the group consisting of CH 3 —, CH 3 CH 2 —, CH 3 CH 2 CH 2 —, CH 3 CH 2 CH 2 CH 2 —, CH 3 —(CH 2 ) 4 —, CH 3 —(CH 2 ) 5 —, CH 3 —(CH 2 ) 6 —, CH 3 —(CH 2 ) 7 —, C(CH 2 -) 4 , CH(CH 2 CH 2 -) 3 , CH(CH 2 CH 2 CH 2 -) 3 , CH(CH 2 —O—CH 2 -) 3 , —(CH 2 ) 9 —, —(CH 2 ) 2 —O—(CH 2 ) 3 —O—(CH 2 ) 2 —, and —C 6 H 4 —C(CH 3 ) 2 —C 6 H 4 —.