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Sigma-Aldrich

Tris[2-(acryloyloxy)ethyl] isocyanurate

Synonym(s):

Tri(2-hydroxyethyl)isocyanurate triacrylate, Tris(2-hydroxyethyl) isocyanurate triacrylate, Tris(2-hydroxyethyl)isocyanuric acid triacrylate, Tris[2-(acryloyloxy)ethyl]

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About This Item

Empirical Formula (Hill Notation):
C18H21N3O9
CAS Number:
Molecular Weight:
423.37
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23
Pricing and availability is not currently available.

form

solid

Quality Level

contains

100 ppm monomethyl ether hydroquinone as inhibitor

mp

52-53 °C (lit.)

SMILES string

C=CC(=O)OCCN1C(=O)N(CCOC(=O)C=C)C(=O)N(CCOC(=O)C=C)C1=O

InChI

1S/C18H21N3O9/c1-4-13(22)28-10-7-19-16(25)20(8-11-29-14(23)5-2)18(27)21(17(19)26)9-12-30-15(24)6-3/h4-6H,1-3,7-12H2

InChI key

YIJYFLXQHDOQGW-UHFFFAOYSA-N

General description

Tris[2-(acryloyloxy)ethyl] isocyanurate is a compound belonging to the class of acrylate polymers, recognized for its multifunctional capabilities and applications in various fields, particularly in biomedicine and materials science. In the biomedical field, Tris[2-(acryloyloxy)ethyl] isocyanurate is primarily utilized in dental materials, tissue engineering, and as a crosslinking agent in polymer formulations. In dental applications, it serves as a key component in dental adhesives and composites, enhancing the mechanical properties and durability of restorative materials. Additionally, its ability to form hydrogels makes it suitable for drug delivery systems, where it can facilitate controlled release of therapeutic agents, and for tissue engineering scaffolds, promoting cell adhesion and proliferation due to its biocompatibility.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Caitlyn C Cook et al.
Advanced materials (Deerfield Beach, Fla.), 32(47), e2003376-e2003376 (2020-10-02)
Volumetric additive manufacturing (VAM) forms complete 3D objects in a single photocuring operation without layering defects, enabling 3D printed polymer parts with mechanical properties similar to their bulk material counterparts. This study presents the first report of VAM-printed thiol-ene resins.

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  1. 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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  2. 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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