HuagongsheHuagongshe Chemistry Print Report · For research reference only
Azobisisobutyronitrile → Ethyl maleimide t-butyl 5-norbornene-2-carboxylate 3-hydroxypropyl bicyclo[2,2,2]oct-5-ene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | Ethyl maleimide | HCID 14671028 | — |
| Reactant | Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 1,1-dimethylethyl ester | HCID 15607334 | — |
| Reactant | 2-Hydroxyethyl bicyclo[2,2,2]oct-5-ene-2-carboxylate | HCID 18413666 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl maleimide t-butyl 5-norbornene-2-carboxylate 3-hydroxypropyl bicyclo[2,2,2]oct-5-ene-2-carboxylate | HCID 86756651 | 78% |
Reaction Steps
Ethyl maleimide (1 mol.), t-butyl 5-norbornene-2-carboxylate (0.5 mol.) and 2-hydroxyethyl bicyclo[2,2,2]oct-5-ene-2-carboxylate (0.5 mol) were dissolved in 50 g to 300 g of tetrahydrofuran (THF), 2 g to 15 g of 2,2′-azobisisobutyronitrile (AIBN) was added thereto, and the resulting solution was reacted at a temperature between 60° C. and 70° C. in a nitrogen atmosphere for 10 hours. After a high molecular weight was achieved by the reaction, the resultant product was precipitated in an ethyl ether or hexane solvent. The gathered precipitate was dried, and the desired poly(ethyl maleimide/t-butyl 5-norbornene-2-carboxylate/3-hydroxypropyl bicyclo[2,2,2]oct-5-ene-2-carboxylate) polymer was obtained at a yield of about 78%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06225020B1 |
| Source dataset | uspto-grants-2001_05 |
| ORD ID | ord-50827c55e9134e25a4a0dcf361e3b955 |
| Source note | uspto-grants-2001_05 |