Click-chemistry compatible structures, click-chemistry functionalized structures, and materials and methods for making the same
According to several embodiments, a composition of matter includes: a three-dimensional structure comprising photo polymerized molecules. At least some of the photo polymerized molecules further comprise one or more protected click-chemistry compatible functional groups; and at least portions of one or more surfaces of the three-dimensional structure are functionalized with one or more of the protected click-chemistry compatible functional groups. An additive manufacturing resin suitable for fabricating a click-chemistry compatible composition of matter includes: a photo polymerizable compound; and a click-chemistry compatible compound. A method of forming an additive manufacturing resin suitable for fabricating a click-chemistry compatible composition of matter includes: reacting a compound comprising a terminal alkyne group or a terminal azide group with a protecting reagent to form a protected reactive diluent precursor, reacting the precursor with a compound to form a protected reactive diluent; and mixing the protected reactive diluent with a photo polymerizable compound.
1. An additive manufacturing resin, comprising:
a photo polymerizable compound;
a click-chemistry compatible compound comprising a terminal azide group having a protecting group functionalized thereto, wherein the protecting group is selected from a group consisting of: a trimethylsilyl, a triethylsilyl, a t-butyl dimethylsilyl, a triisopropylsilyl, and a 2-(2-hydroxypropyl)alkyne; and
a pore-forming compound.
2. The additive manufacturing resin as recited in claim 1 , wherein the photo polymerizable compound comprises ethylene glycol dimethacrylate (EGDMA).
3. The additive manufacturing resin as recited in claim 1 , wherein the photo polymerizable compound comprises hexanediol functionalized with at least one epoxide functional group.
4. The additive manufacturing resin as recited in claim 1 , wherein the photo polymerizable compound is characterized by a partial structure selected from the group consisting of:
wherein X and A are each independently selected from the group consisting of: —H, and —C n H 2n+1 ;
wherein Y is selected from the group consisting of: —NH—, —CH 2 , and —N(C n H 2n+1 )-;
wherein Z is an organic azide;
wherein A is selected from the group consisting of: —H, - and C n H 2n+1 ;
wherein D is an olefin; and
wherein R is a linker comprising at least one functional group selected from the group consisting of: an aromatic group, dimethylsiloxane, an ester, an amide, an amine, a urea, a carbamate, a carbonate, and a sulfone.
5. The additive manufacturing resin as recited in claim 1 , further comprising: a photoinitiator; a photoactivator; a stabilizer; and a photoabsorber.
6. An additive manufacturing resin suitable for fabricating a click-chemistry compatible composition of matter, the additive manufacturing resin comprising:
a photo polymerizable compound comprising a polyethylene-glycol backbone functionalized with at least one epoxide functional group; and
a click-chemistry compatible compound;
wherein the photo polymerizable compound is characterized by a partial structure selected from the group consisting of:
wherein X and A are each independently selected from the group consisting of: —H, and —C n H 2n+1 ;
wherein Y is selected from the group consisting of: —NH—, —CH 2 , and —N(C n H 2n+1 )-;
wherein Z is an organic azide;
wherein A is selected from the group consisting of: —H, - and C n H 2n+1 ;
wherein D is an olefin; and
wherein R is a linker comprising at least one functional group selected from the group consisting of: an aromatic group, dimethylsiloxane, an ester, an amide, an amine, a urea, a carbamate, a carbonate, and a sulfone.
7. The additive manufacturing resin as recited in claim 6 , wherein the photo polymerizable compound is characterized by the partial structure
8. The additive manufacturing resin as recited in claim 6 , wherein the photo polymerizable compound is characterized by the partial structure
9. The additive manufacturing resin as recited in claim 6 , wherein the photo polymerizable compound is characterized by the partial structure
10. The additive manufacturing resin as recited in claim 6 , wherein the photo polymerizable compound is characterized by the partial structure
11. The additive manufacturing resin as recited in claim 10 , wherein D is characterized by a partial structure selected from the group consisting of: