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  • Pentaerythritol tetrakis(mercaptoacetate)

    Catalog Number
    ACM10193994
    CAS Number
    10193-99-4
    Product Name
    Pentaerythritol tetrakis(mercaptoacetate)
    Structure
    Category
    Monomers
    Synonyms
    Pentaerythritol tetrakis(2-mercaptoacetate); Pentaerythritol Tetrakis(mercaptoacetate); Pentaerythritol Tetrathioglycolate;
    IUPAC Name
    Pentaerythritol Tetrakis(2-Mercaptoacetate)
    Molecular Weight
    432.55
    Molecular Formula
    C13H20O8S4
    Boiling Point
    250ºC (1 mmHg)
    Flash Point
    >110ºC
    Purity
    90%
    Density
    1.385
    Exact Mass
    432.00400
    Hazard Statements
    Xi: Irritant;
    Safety Description
    S26-S36/37
    WGK Germany
    3
    Case Study

    Preparation of Multicyclic Polythioesters from Pentaerythritol Tetrakis(Mercaptoacetate)

    Kricheldorf, Hans R., et al. Journal of Macromolecular Science, Part A: Pure and Applied Chemistry, 2008, 45(7), 511-515.

    Using pentaerythritol tetrakis(mercaptoacetate) (PETMA) as raw material, multicyclic polythioesters can be synthesized through the "a2 + b4" polycondensation reaction. The results of the polycondensation reaction of PETMA with various aromatic or aliphatic dicarboxylic acid dichlorides indicate that the synthesis of soluble polycyclic compounds at the expense of gel is easier to achieve using aliphatic dicarboxylic acids than aromatic dicarboxylic acids.
    Polycondensations of PETMA
    · Equifunctional Feed Ratio: PETMA (5.0 mmol) and suberoyl chloride (10.0 mmol) were dissolved in dry dioxane (180 mL) and pyridine (40 mmol) dissolved in dioxane (10 mL) was added dropwise. After stirring for 48 h, the reaction mixture was concentrated in vacuo to a volume of 100-120 mL and precipitated into water. The isolated polyester was dried at 508°C in vacuo.
    · With Excess of 1,10-Decane Dicarboxylic Acid Dichloride: PETMA (5.0 mmol) and 1,10-decane dicarboxyl chloride (10.2 mmol) were polycondensed as described above, whereby gelation occurred. After 48 h, the reaction product was precipitated into vigorously stirred water. The precipitated product was filtered off after 4 h of stirring and dried at 508°C in vacuo.

    Pentaerythritol Tetrakis(Mercaptoacetate) as Cross-Linking Agent to Prepare Organic Polymer Monolith

    Wang, Jiannan, et al. Journal of Separation Science, 2017, 40(15), 3144-3152.

    With pentaerythritol tetrakis(mercaptoacetate) (PETMP) as the cross-linker and triallyl isocyanurate (TAIC) as the multivinyl monomer, organic monolith can be synthesized via one-pot thiol-ene click chemistry. The prepared monolithic material has a continuous porous skeleton, good permeability and high mechanical stability.
    Preparation of polymer monolithic capillary column
    · Before surface functionalization, each capillary was pretreated with a γ-MAPS MeOH (50%, v/v) solution so that vinyl groups were introduced onto its inner wall.
    · The monolithic capillary was fabricated by in situ click polymerization. The polymerization mixture composed of 100.0 mg TAIC, 85.0 mg PETMP, 2.0 mg AIBN, 200.0mg PEG 400, and 100.0mg ACN, which were homogenized by ultrasound for 10 min.
    · Then, 12.0 mg MPA was added, followed by sonication for 2 min. The mixed solution was manually introduced into the pretreated capillary using a syringe and both ends of the capillary were sealed with rubber stoppers.
    · Then the monolithic capillary column was immersed in a thermostatic bath at 60°C for 1h. Finally, the resulting monolith was flushed with MeOH to remove the unreacted components.

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