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    Sample Name: Thiol Terminated Polystyrene Sample # P18811-SSH

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    Oscar Piñeres
    This document summarizes the synthesis and characterization of a thiol-terminated polystyrene sample. The sample was synthesized using one of two routes: either from a hydroxy-terminated polymer intermediate or via direct termination of an anionic polymerization with ethylene or propylene sulfide. Characterization using size exclusion chromatography found the sample had a number average molecular weight of 0.7 kg/mol, weight average molecular weight of 0.8 kg/mol, and polydispersity index of 1.10. Functionalization with thiol groups was verified to be over 95% via oxidation to disulfide.

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    Sample Name: Thiol Terminated Polystyrene Sample # P18811-SSH

    Uploaded by

    Oscar Piñeres
    34 views1 page
    This document summarizes the synthesis and characterization of a thiol-terminated polystyrene sample. The sample was synthesized using one of two routes: either from a hydroxy-terminated polymer intermediate or via direct termination of an anionic polymerization with ethylene or propylene sulfide. Characterization using size exclusion chromatography found the sample had a number average molecular weight of 0.7 kg/mol, weight average molecular weight of 0.8 kg/mol, and polydispersity index of 1.10. Functionalization with thiol groups was verified to be over 95% via oxidation to disulfide.

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    P18811-SSH

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    This document summarizes the synthesis and characterization of a thiol-terminated polystyrene sample. The sample was synthesized using one of two routes: either from a hydroxy-terminated polymer intermediate or via direct termination of an anionic polymerization with ethylene or propylene sulfide. Characterization using size exclusion chromatography found the sample had a number average molecular weight of 0.7 kg/mol, weight average molecular weight of 0.8 kg/mol, and polydispersity index of 1.10. Functionalization with thiol groups was verified to be over 95% via oxidation to disulfide.

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    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    34 views1 page

    Sample Name: Thiol Terminated Polystyrene Sample # P18811-SSH

    Uploaded by

    Oscar Piñeres
    This document summarizes the synthesis and characterization of a thiol-terminated polystyrene sample. The sample was synthesized using one of two routes: either from a hydroxy-terminated polymer intermediate or via direct termination of an anionic polymerization with ethylene or propylene sulfide. Characterization using size exclusion chromatography found the sample had a number average molecular weight of 0.7 kg/mol, weight average molecular weight of 0.8 kg/mol, and polydispersity index of 1.10. Functionalization with thiol groups was verified to be over 95% via oxidation to disulfide.

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    © All Rights Reserved
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    of 1

    1

    Sample Name: Thiol Terminated Polystyrene H NMR (500 MHz, CDCl3):

    Sample # P18811-SSH

    Route 2: (possible architectures)


    H2 H CH3
    H3C C
    C CH2 CH C CH2 SH
    n
    CH3 H

    CH3
    H2 H
    H3C C
    CH CH2 CH C C SH
    n
    CH3 H
    H

    Composition:
    3
    Mn x 10 (g/mol) Mw/Mn -SH functionality
    0.7 1.10 >95%

    Synthesis:
    SH end-functionalized polystyrene can be synthesized
    quantitatively by 2 different approaches:

    1. From hydroxy terminated polymer as illustrated below: O

    CH2 CH CH2 CH2 OH


    n H3C S H

    CH2 CH CH2 CH2 O S CH3


    n

    SEC:
    CH2 CH
    n
    CH2 CH2 SH
    P18811-SSH
    SH- reducing agent

    - CH2SO3Na DTT

    0.15
    2. From direct termination of anionic living polymerization of
    styrene by ethylene sulfide or propylene sulfide.
    Polymerization of styrene by sec-BuLi in THF at -78C and
    termination by purified ethylene sulfide or propylene
    sulfide.

    Characterization:
    0.10
    The molecular weight and polydispersity index of the hydroxyl
    terminated polymer were determined before functionalization
    with thiol by size exclusion chromatography (SEC) using a
    Varian liquid chromatograph equipped with UV-vis and
    refractive index detectors. Polymer functionality was verified
    by oxidation of thiol to disulfide.
    8 10 12 14 16 18 20 22 24 26 28
    Ve (ml)
    Size exclusion chromatograph of thiol terminated polystyrene:
    Mn=700 Mw=800 PI=1.10

    v.A-1

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