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496669

Sigma-Aldrich

Tricyclo[5.2.1.02,6]decanedimethanol diacrylate

Synonym(s):

Bis(acryloyloxymethyl)tricyclo[5.2.1.02,6 ]decane, Dicyclopentyldimethylene diacrylate, Dimethyloldicyclopentane diacrylate, Dimethyloltricyclodecane diacrylate, Tricyclo[5.2.1.02,6 ]decanedimethanol diacrylate, Tricyclodecanedimethanol diacrylate

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About This Item

Empirical Formula (Hill Notation):
C18H24O4
CAS Number:
42594-17-2
Molecular Weight:
304.38
EC Number:
255-901-3
UNSPSC Code:
12162002
PubChem Substance ID:
24873076
NACRES:
NA.23

refractive index

n20/D 1.506 (lit.)

density

1.1 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C=CC(OC[C@@H]1[C@H](C2)[C@@H](CCC3COC(C=C)=O)[C@@H]3[C@H]2C1)=O

InChI

1S/C18H24O4/c1-3-16(19)21-9-11-5-6-14-15-8-12(18(11)14)7-13(15)10-22-17(20)4-2/h3-4,11-15,18H,1-2,5-10H2

InChI key

VEBCLRKUSAGCDF-UHFFFAOYSA-N

General description

Tricyclo[5.2.1.02,6]decanedimethanol diacrylate is an acrylate monomer that has low shrinkage and high refractive index. It can be used in the synthesis of shape memory polymers for the fabrication of optoelectronic and stretchable electronic devices. It can also be used in the formation of holographic polymer dispersed liquid crystals (HPDLCs).

Application

Tricyclo[5.2.1.02,6]decanedimethanol diacrylate (TCDMA)
  • As a monomer in the synthesis or modification of the multifunctional acrylic polymers for solid-phase microextraction fibers.
  • As a monomer in the synthesis of (meth) acrylate resins for the development of 3D printing resins to improve impact strength.
  • A cross-linking acrylic monomer for the development of denture base resins with improved mechanical properties and biocompatibility by modifying the resin′s composition and incorporating new functionalities. These denture base resins are used in dental applications.
TDDMDA has a high refractive index, which is desirable in optical coatings as it can be used to control the reflective and transmissive properties of the coated surface.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H317,H411

Hazard Classifications

Aquatic Chronic 2 - Skin Sens. 1B

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

(decomposition)

Flash Point(C)

(decomposition)

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Direct production of microstructured surfaces for planar chromatography using 3D printing
Macdonald NP, et al.
Analytical Chemistry, 89(4), 2457-2463 (2017)
Analysis of anisotropic diffraction gratings using holographic polymer-dispersed liquid crystal
Ogiwara A, et al.
Japanese Journal of Applied Physics, 46(11R), 7341-7341 (2007)
Lifetime of hafnium oxide dielectric in thin-film devices fabricated on deformable softening polymer substrate
Gutierrez-Heredia G, et al.
Materials Science in Semiconductor Processing, 88(4), 273-277 (2018)
Direct Fabrication of Stretchable Electronics on a Polymer Substrate with Process-Integrated Programmable Rigidity
Cao Y, et al.
Advances in Functional Materials, 28(50), 1804604-1804604 (2018)

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