411 REFERENCE · Wikipedia
1,6-Hexanediol diacrylate
Reference material by Wikipedia contributors. This retains its source identity and is not 411 news reporting.
Hexandioldiacrylat.svg Hexane-1,6-diyl di(prop-2-enoate) HDDA, HDODA 13048-33-4 25644 235-921-9 3082 FY751V5MMY DTXSID9025401 1530684 23890 1S/C12H18O4/c1-3-11(13)15-9-7-5-6-8-10-16-12(14)4-2/h3-4H,1-2,5-10H2 FIHBHSQYSYVZQE-UHFFFAOYSA-N C=CC(=O)OCCCCCCOC(=O)C=C
12 18 4 Colorless oil
07 Warning 315 317 319 261 264 272 280 302+352 305+351+338 321 332+313 333+313 337+313 362 363 501
1,6-Hexanediol diacrylate (HDDA or HDODA) is a difunctional acrylate ester monomer used in the manufacture of polymers.https://pubchem.ncbi.nlm.nih.gov/compound/25644 1,6-Hexanediol diacrylate PubChem pubchem.ncbi.nlm.nih.gov en 2020-02-12http://www.chemspider.com/Chemical-Structure.23890.html 1,6-Hexanediol diacrylate C12H18O4 ChemSpider www.chemspider.com 2020-02-12 It is particularly useful for use in ultraviolet light cure applications.https://ir.uiowa.edu/cgi/viewcontent.cgi?article=3559&context=etd Industrially relevant epoxy-acrylate hybrid resin photopolymerizations Ajiboye Gbenga 2012 dead https://web.archive.org/web/20131125034635/http://ir.uiowa.edu:80/cgi/viewcontent.cgi?article=3559&context=etd 2013-11-25 Furthermore, it is also used in adhesives, sealants, alkyd coatings, elastomers, photopolymers, and inks for improved adhesion, hardness, abrasion and heat resistance.Abrasion Resistance Testing-Vehicle Exterior Graphics and Pin Striping SAE International 10.4271/j1847_198906 Like other acrylate monomers it is usually supplied with a radical inhibitor such as hydroquinone added.https://www.alfa.com/en/catalog/043203/ 13048-33-4 - 1,6-Hexanediol diacrylate, 99% (reactive esters), stab. with 90ppm hydroquinone - HDODA - 43203 - Alfa Aesar www.alfa.com 2020-02-27
Preparation
The material is prepared by acid-catalyzed esterification of 1,6-hexanediol with acrylic acid.10.1002/14356007.a01_161.pub2 3527306730 Acrylic Acid and Derivatives 2003 Ohara Takashi Sato Takahisa Shimizu Noboru Prescher Günter Schwind Helmut Weiberg Otto Marten Klaus Greim Helmut
Other uses
As the molecule has acrylic functionality, it is capable of undergoing the Michael reaction with an amine. This allows it use in epoxy chemistry where its use speeds up the cure time considerably.https://www.hexion.com/en-us/chemistry/epoxy-resins-curing-agents-modifiers/multi-functional-and-specialty-resins/epoxy-polyacrylates Epoxy Polyacrylate Resins www.hexion.com 2020-02-12 2020-02-13 https://web.archive.org/web/20200213020224/https://www.hexion.com/en-US/chemistry/epoxy-resins-curing-agents-modifiers/multi-functional-and-specialty-resins/epoxy-polyacrylates/ dead
See also
TMPTA (trimethylolpropane triacrylate), a triacrylate crosslinker
Pentaerythritol tetraacrylate, a tetraacrylate crosslinker
References
External links
Product Stewardship Information
Category:Acrylate esters
Category:Monomers