Nothing Special   »   [go: up one dir, main page]
Scribd Logo
Upload

Welcome to Scribd!

  • 12 views

    2012 188 Moesm1 Esm

    Uploaded by

    Janronel Pomicpic
    500 mg of acetylcholine (ACV) was mixed with 2.25 mL of epsilon-caprolactone (ε-CL) at a molar ratio of 90:1 in the presence of Sn(Oct)2 catalyst. The mixture was reacted at 140°C for predetermined time intervals to synthesize ACV-PCL. The product was then purified via precipitation in THF/ethyl ether and dried. Gel permeation chromatography, 1H NMR spectroscopy, and Fourier transform infrared spectroscopy were used to analyze the molecular weight and structure of the synthesized ACV-PCL.

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd

    2012 188 Moesm1 Esm

    Uploaded by

    Janronel Pomicpic
    12 views1 page
    500 mg of acetylcholine (ACV) was mixed with 2.25 mL of epsilon-caprolactone (ε-CL) at a molar ratio of 90:1 in the presence of Sn(Oct)2 catalyst. The mixture was reacted at 140°C for predetermined time intervals to synthesize ACV-PCL. The product was then purified via precipitation in THF/ethyl ether and dried. Gel permeation chromatography, 1H NMR spectroscopy, and Fourier transform infrared spectroscopy were used to analyze the molecular weight and structure of the synthesized ACV-PCL.

    Original Description:

    Original Title

    13233_2012_188_MOESM1_ESM

    Copyright

    © © All Rights Reserved

    Available Formats

    PDF, TXT or read online from Scribd

    Did you find this document useful?

    Is this content inappropriate?

    500 mg of acetylcholine (ACV) was mixed with 2.25 mL of epsilon-caprolactone (ε-CL) at a molar ratio of 90:1 in the presence of Sn(Oct)2 catalyst. The mixture was reacted at 140°C for predetermined time intervals to synthesize ACV-PCL. The product was then purified via precipitation in THF/ethyl ether and dried. Gel permeation chromatography, 1H NMR spectroscopy, and Fourier transform infrared spectroscopy were used to analyze the molecular weight and structure of the synthesized ACV-PCL.

    Copyright:

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

    2012 188 Moesm1 Esm

    Uploaded by

    Janronel Pomicpic
    500 mg of acetylcholine (ACV) was mixed with 2.25 mL of epsilon-caprolactone (ε-CL) at a molar ratio of 90:1 in the presence of Sn(Oct)2 catalyst. The mixture was reacted at 140°C for predetermined time intervals to synthesize ACV-PCL. The product was then purified via precipitation in THF/ethyl ether and dried. Gel permeation chromatography, 1H NMR spectroscopy, and Fourier transform infrared spectroscopy were used to analyze the molecular weight and structure of the synthesized ACV-PCL.

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    of 1

    Supporting Information

    Synthesis of ACV-PCL
    500 mg of ACV was accurately weighed and mixed with
    2.25 mL -CL (molar feed ratio=90) for 5 min at room tem-
    perature. Sn(Oct)
    2
    (0.5 wt% of -CL) was then added into
    the mixture. The entire solution was placed into a 250-mL
    round bottom 3-necked flask. The system was purged with
    nitrogen for 1 h and ACV was reacted with -CL at 140
    o
    C
    in the presence of Sn(Oct)
    2
    for predetermined time intervals.
    The crude product was cooled to room temperature, dis-
    solved in 15 mL THF, and precipitated by the addition of 35 mL
    of cold ethyl ether. The product was dried under a stream of
    air for 8 h, washed with deionized water, and then freeze
    dried.
    GPC Analysis
    GPC analyses were performed on a Waters 1525 binary
    HPLC pump equipped with a Waters 2414 refractive index
    detector (Milford, MA). Waters styragel HR 3 (MW=500-
    30,000) and HR 4E (MW=50-100,000) columns were
    equipped. Molecular weight calibration was performed with
    polystyrene standards that covered a MW range of 400-4.3
    10
    4
    . Analyses were performed in THF at a flow rate of 1
    mL/min with an injected volume of 50 L.
    1
    H NMR Analysis
    NMR spectra were recorded on a Varian Unity-INOVA
    400 MHz spectrometer (Sparta, NJ).
    1
    H NMR ACV (DMSO-
    d
    6
    , ): 3.33 (t; 2H, CH
    2
    ), 3.43 (t; 2H, CH
    2
    ), 4.65 (m; 1H,
    OH), 5.31 (s; 2H, CH
    2
    ), 6.45 (s; 2H, NH
    2
    ), 7.77 (s; 1H, CH),
    10.59 ppm (s; 1H, NH).
    1
    H NMR ACV-PCL (CDCl
    3
    with
    1% TMS, ): 1.36 (m; (CH
    2
    )
    n
    ), 1.64 (m; (CH
    2
    )
    n
    ), 2.29 (m;
    (CH
    2
    )
    n
    ), 3.64 (t; 2H, CH
    2
    ), 3.75 (t; CH
    2
    ), 4.04 (td; 2H, CH
    2
    ),
    5.44 (s; 2H, CH
    2
    ), 7.68 ppm (s; 1H, CH).
    FTIR Analysis
    FTIR spectra were obtained by a Fourier transform infra-
    red spectrometer equipped with a FT/IR-4200 spectrometer
    and an IRT-3000 FTIR microscope (Jasco, Tokyo). Spectra
    were taken on a silicon substrate via the solvent evaporation
    method. Briefly, a small amount of polymeric sample was
    added to the silicon substrate and THF was added drop wise
    to dissolve the sample and allowed to evaporate. This was
    repeated until the entire sample was dissolved and a film
    had formed. IR ACV (Si): =3378-3197 (OH stretching), 3290
    (symmetrical N-H stretching 1
    o
    amide), 3190 (asymmetrical
    N-H stretching 1
    o
    amide), 2920-2857 (C-H stretching), 1729
    (C=O stretching), 1694 (amide I stretching band), 1629 (NH
    2
    bending amide I), 1539 (NH bending amide II), 1244 cm
    -1
    (C-N stretching). IR PCL (Si): =2944-2863 (C-H stretching),
    1720 (C=O stretching), 1245 (asymmetric C-O-C stretching),
    1044 cm
    -1
    (symmetric C-O-C stretching). IR ACV-PCL (Si):
    =3378-3197 (OH stretching), 3323 (symmetrical N-H stretch-
    ing 1
    o
    amide), 3199 (asymmetrical N-H stretching 1
    o
    amide),
    2945-2864 (CH stretching), 1723 (C=O stretching), 1630
    (NH
    2
    bending amide I), 1539 (NH bending amide II), 1244
    (C-N bending/asymmetric C-O-C stretching), 1044 cm
    -1
    (sym-
    metric C-O-C stretching).

    You might also like