HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Norbornene-2-carboxylic acid → 2-Maleimidylethanol t-butyl 5-norbornene-2-carboxylate 2-hydroxyethyl-5-norbornene-2-carboxylate 5-norbornene-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Norbornene-2-carboxylic acid | HCID 78949 | — |
| Reactant | N-(2-Hydroxyethyl)maleimide | HCID 458487 | — |
| Reactant | 2-Hydroxyethyl bicyclo[2.2.1]hept-5-ene-2-carboxylate | HCID 12033823 | — |
| Reactant | Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 1,1-dimethylethyl ester | HCID 15607334 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Maleimidylethanol t-butyl 5-norbornene-2-carboxylate 2-hydroxyethyl-5-norbornene-2-carboxylate 5-norbornene-2-carboxylic acid | HCID 86756135 | — |
Reaction Steps
2-Maleimidylethanol (12) (0.5 to 1 mol), 0.1 to 1 mol of t-butyl 5-norbornene-2-carboxylate (19), 0.05 to 1 mol of 2-hydroxyethyl 5-norbornene-2-carboxylate (21), and 0.01 to 0.3 mol of 5-norbornene-2-carboxylic acid (20) were dissolved in 150 to 250 g of THF solvent to which was added 0.5 to 20 g of AIEN as a polymerization initiator. The reaction mixture was allowed to react at 60° C. to 75° C. for 4 to 24 hours under an argon atmosphere. The resulting crude resin was precipitated with ethyl ether and dried to obtain poly[2-maleimidylethanol/t-butyl 5-norbornene-2-carboxylate/2-hydroxyethyl-5-norbornene-2-carboxylate/5-norbornene-2-carboxylic acid] copolymer resin.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06165672 |
| Source dataset | uspto-grants-2000_12 |
| ORD ID | ord-e3eb390cad094b8da4196b8d74847e25 |
| Source note | uspto-grants-2000_12 |