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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.)

Quality Level

100

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

Related Categories

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

496669-100ML:
496669-VAR:
496669-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ7142
MKCN9943
MKCM1318
MKCJ1417
MKCG3853

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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)
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)
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)

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