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413305

Sigma-Aldrich

Tris(4-hydroxyphenyl)methane triglycidyl ether

Synonym(s):

Triphenylolmethane triglycidyl ether

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About This Item

Empirical Formula (Hill Notation):
C28H28O6
CAS Number:
Molecular Weight:
460.52
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

form

solid

mp

48-50 °C (lit.)

SMILES string

Cc1c(cccc1N2CC(COc3ccc(cc3)C(c4ccc(OCC5CO5)cc4)c6ccc(OCC7CO7)cc6)OC2=O)N8CC(COc9ccc(cc9)C(c%10ccc(OCC%11CO%11)cc%10)c%12ccc(OCC%13CO%13)cc%12)OC8=O

InChI

1S/C28H28O6/c1-7-22(29-13-25-16-32-25)8-2-19(1)28(20-3-9-23(10-4-20)30-14-26-17-33-26)21-5-11-24(12-6-21)31-15-27-18-34-27/h1-12,25-28H,13-18H2

InChI key

IGZBSJAMZHNHKE-UHFFFAOYSA-N

General description

Tris(4-hydroxyphenyl)methane triglycidyl ether, commonly known as triphenylolmethane triglycidyl ether. It is primarily utilized as a monomer in the synthesis of epoxy resins. These resins are known for their excellent mechanical properties, thermal stability, and resistance to chemical degradation. The triglycidyl ether form allows for high crosslinking density upon curing, which significantly enhances the mechanical performance of the resulting thermosets.

Application

Tris(4-hydroxyphenyl)methane triglycidyl ether can be used as:
  • A monomer in the synthesis of recyclable polyester thermosets applicable in a wide range of industries including aerospace, automotive and electrical and electronics:. THPMTGE-based thermosets demonstrated impressive mechanical properties, including a high Young′s modulus (1.3-1.4 GPa), tensile stress ranging from 55 to 69 MPa, and an elongation at break of 3%-8%.
  • A monomer in the synthesis of multifunctional epoxy resins. THPMTGE’s structure allows for increased crosslinking density, which is crucial for improving mechanical strength and thermal stability.
  • A trifunctional epoxy crosslinker, which facilitates the formation of a robust network within the Troger′s base polymers of intrinsic microporosity (PIMs). THPMTGE-crosslinked Troger′s base PIMs can be applied in various industries, including: Water treatment, food and beverage industry, and pharmaceuticals.
  • A multifunctional crosslinking agent in the UV-curable PSA formulation. Its trifunctional nature allows for enhanced crosslinking density, which is crucial for improving the mechanical strength and thermal stability of the adhesive layer. These UV-curable pressure-sensitive adhesive (PSA) used in the fabrication of thermally conductive films.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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C-M Chung et al.
Dental materials : official publication of the Academy of Dental Materials, 18(2), 174-178 (2002-01-05)
This study was conducted to evaluate the potential of a novel trifunctional methacrylate as a component of a photocurable composite resin with reduced curing shrinkage. Tris[4-(2'-hydroxy-3'-methacryloyloxypropoxy)phenyl]methane (TTEMA) was synthesized by reacting triphenylolmethane triglycidyl ether (TTE) with methacrylic acid in the

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