Photosensitive resin and manufacturing method thereof
Various embodiments disclosed relate to photopolymerizable compositions that are suitable for making three-dimensional structures when exposed to laser light.
1. A composition comprising:
at least one monomer or oligomer comprising urethane acrylate;
at least one monomer comprising pentaerythritol acrylate;
at least one polyester acrylate resin;
at least one photo initiator; and
the polyester acrylate resin comprises one or more thiol groups;
wherein the urethane acrylate is present in an amount of 35 wt % to about 70 wt %.
2. The composition of claim 1 , wherein the urethane acrylate comprises a urethane diacrylate.
3. The composition of claim 2 , wherein the urethane diacrylate is an aliphatic urethane diacrylate.
4. The composition of claim 1 , wherein the urethane acrylate is present in an amount of about 40 wt % to about 70 wt %.
5. The composition of claim 1 , wherein the pentaerythritol acrylate comprises a pentaerythritol tetraacrylate.
6. The composition of claim 5 , wherein the pentaerythritol tetraacrylate is ethoxylated.
7. The composition of claim 1 , wherein the pentaerythritol acrylate is present in an amount of about 30 wt % to about 70 wt %.
8. The composition of claim 1 , wherein the polyester acrylate resin is present in an amount of about 10 wt % to about 30 wt %.
9. The composition of claim 1 , wherein the photo initiator has the formula I
wherein,
M is a transition metal; and
L 1 , L 2 , L 3 , and L 4 are each independently alkyl, aryl, alkylaryl, or heteroaryl, each of which is substituted or unsubstituted.
10. The composition of claim 9 , wherein L 1 is substituted or unsubstituted cyclopentadienyl.
11. The composition of claim 10 , wherein L 1 is cyclopentadienyl.
12. The composition of claim 9 , wherein L 3 is substituted aryl.
13. The composition of claim 12 , wherein L 3 has the structure
14. The composition of claim 9 , wherein the photo initiator has the structure
15. The composition of claim 1 , wherein the photo initiator is present in an amount of from about 0.01 wt % to about 1 wt %.
16. A composition comprising:
about 40 wt % of a monomer comprising aliphatic urethane diacrylate;
about 40 wt % of monomer comprising ethoxylated pentaerythritol tetraacrylate;
about 20 wt % of a thiol substituted polyester acrylate resin; and
at least one photo initiator having the structure
17. A method of making a polymerizable composition, comprising:
combining at least one monomer comprising urethane acrylate, at least one monomer comprising pentaerythritol acrylate, and at least one polyester acrylate resin to form a homogenous mixture;
combining the homogenous mixture with a photo initiator to form an initial mixture; and
stirring the initial mixture at a temperature greater than about 30° C.,
wherein the polyester acrylate resin comprises one or more thiol groups, and the homogeneous mixture comprises 35 wt % to about 70 wt % of the urethane acrylate.
18. The method of claim 17 , wherein initial mixture is stirred at about 40° C.
19. A method of polymerizing a composition, comprising:
exposing the composition of claim 1 to laser light.
20. A composition comprising:
at least one monomer or oligomer comprising urethane acrylate;
at least one monomer comprising pentaerythritol acrylate;
at least one polyester acrylate resin; and
at least one photo initiator,
wherein:
the photo initiator has the formula I
M is a transition metal;
L 1 , L 2 , and L 4 are each independently alkyl, aryl, alkylaryl, or heteroaryl, each of which is substituted or unsubstituted;
L 3 has the structure
and
the urethane acrylate is present in an amount of 35 wt % to about 70 wt %.
21. The composition of claim 20 , wherein the urethane acrylate comprises a urethane diacrylate.
22. The composition of claim 21 , wherein the urethane diacrylate is an aliphatic urethane diacrylate.
23. The composition of claim 20 , wherein the urethane acrylate is present in an amount of about 40 wt % to about 70 wt %.
24. The composition of claim 20 , wherein the pentaerythritol acrylate comprises a pentaerythritol tetraacrylate.
25. The composition of claim 24 , wherein the pentaerythritol tetraacrylate is ethoxylated.
26. The composition of claim 20 , wherein the pentaerythritol acrylate is present in an amount of about 30 wt % to about 70 wt %.
27. The composition of claim 20 , wherein the polyester acrylate resin comprises one or more thiol groups.
28. The composition of claim 20 , wherein the polyester acrylate resin is present in an amount of about 10 wt % to about 30 wt %.
29. The composition of claim 20 , wherein L 1 is substituted or unsubstituted cyclopentadienyl.
30. The composition of claim 20 , wherein L 1 is cyclopentadienyl.
31. The composition of claim 20 , wherein the photo initiator has the structure
32. The composition of claim 20 , wherein the photo initiator is present in an amount of from about 0.01 wt % to about 1 wt %.
33. A method of polymerizing a composition, comprising:
exposing the composition of claim 20 to laser light.