A mild and versatile synthesis for the preparation of thiol-functionalized polymers

Macromolecules

Volumn 31, Issue 17, 1998, Pages 5960-5963

  Trollsås, Mikael ^a   Hawker, Craig J ^a   Hedrick, James L ^a   Carrot, Geraldine ^b   Hilborn, Jöns ^b  

^a IBM ALMADEN RESEARCH CENTER   (United States)

^b EPFL   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

FLUOROCARBONS; MACROMOLECULES; MOLECULAR WEIGHT; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRECIPITATION (CHEMICAL); SIZE EXCLUSION CHROMATOGRAPHY; SULFUR COMPOUNDS; SYNTHESIS (CHEMICAL); ULTRAVIOLET SPECTROSCOPY;

POLYCAPROLACTONE;

AROMATIC POLYMERS;

EID: 0032139449     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma980775g     Document Type: Article

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22. 6 Å) were used with THF as the solvent at 25 °C. Poly(styrene) standard samples were used for calibration.
23. 10,13 The used polymers had molecular weights ranging from 3000 up to 10000 and molecular weight distributions between 1.06 and 1.20. All other chemicals were purchased from Aldrich and used as delivered.
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26. m = 3.0 Hz).
27. A general procedure for polymer functionalization with the protected thiol: DIAD (1.5 equiv) was added to a stirred solution of poly(e-caprolactone), 1 (1.3 equiv), and TPP (1.5 equiv) in THF (10 mL). After 24 h the solution was precipitated into cold MeOH. The functionalized polymer was filtered and dried to give a yield of 95%.
28. A general procedure for the deprotection: Triethylamine was added to a solution of the functionalized polymer in mercaptoethanol or propanethiol, until the pH was 8. After 15 h of stirring at room temperature, the reaction mixture was precipitated into cold MeOH to yield the polymer in 95% yield.