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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
Pricing and availability is not currently available.

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.[1][2] It can be used in the synthesis of shape memory polymers for the fabrication of optoelectronic and stretchable electronic devices.[3] It can also be used in the formation of holographic polymer dispersed liquid crystals (HPDLCs).[4]

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV6722
MKCR9929
MKCQ7142
MKCN9943
MKCM1318

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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)
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 production of microstructured surfaces for planar chromatography using 3D printing
Macdonald NP, et al.
Analytical Chemistry, 89(4), 2457-2463 (2017)

Questions

1–2 of 2 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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