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Hexamethylene diacrylate

CAS：13048-33-4
MW:226.26900
MF：C12H18O4

Hexamethylene diacrylate (also known as hexanediol diacrylate) is a di-functional acrylic monomer that can be polymerized by free radicals. It is used in ultra violet (UV) and electron beam (EB) applications as a reactive component in formulating coatings and inks, furniture and floor coatings, coatings on plastic substrates, varnishes for packing items and more1. The hexamethylene diacrylate cross-linked polystyrene resin can be used for the solid phase synthesis of hydrophobic peptides2-3. View more+

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Names and ldentifier
Properties
Use and Manufacturing
Safety and Handling
Msds
NMR Spectrum
Other Information
Computational chemical data
Related Questions
Realated Product Infomation

1. Names and Identifiers

1.1 Name: Hexamethylene diacrylate

1.2 Synonyms: 1,6-BIS(ACRYLOYLOXY)HEXANE; 1,6-HEXAMETHYLENE DIACRYLATE; 1,6-HEXANEDIOL DIACRYLATE; 1,6-Hexanediyl bisacrylate; 2-Propenoic acid, 1,6-hexanediyl ester; 6-prop-2-enoyloxyhexyl prop-2-enoate; Bisacrylic acid 1,6-hexanediyl ester; Bispropenoic acid 1,6-hexanediyl ester; EINECS 235-921-9; HDODA; HEXAMETHYLENE GLYCOL DIACRYLATE; Hexane-1,6-diyl bisacrylate; hexane-1,6-diyl bisprop-2-enoate; Hexane-1,6-diyl diacrylate; MFCD00008631; Zinc02019846;

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1.3 CAS No.: 13048-33-4

1.4 CID: 25644

1.5 EINECS: 235-921-9

1.6 Molecular Formula: C12H18O4

1.7 Inchi: InChI=1S/C12H18O4/c1-3-11(13)15-9-7-5-6-8-10-16-12(14)4-2/h3-4H,1-2,5-10H2

1.8 InChkey: FIHBHSQYSYVZQE-UHFFFAOYSA-N

1.9 Canonical Smiles: C=CC(=O)OCCCCCCOC(=O)C=C

1.10 Isomers Smiles: C=CC(=O)OCCCCCCOC(=O)C=C

2. Properties

2.1 Vapour pressure: >1 (vs air)

2.2 VaporDensity: >1 (vs air)

2.3 AnalyticLaboratory Methods: Chemical assay is preferably performed by gas-liquid chromatography or by the conventional methods for determination of unsaturation such as bromination or addition of mercaptan, sodium bisulfide;, or mercuric acetate. /Acrylic acid; & derivatives/

2.4 Appearance: Clear yellow liquid.

2.5 Storage: Hygroscopic. Ambient temperatures.

2.6 Chemical Properties: Colorless transparent liquid

2.7 Decomposition: When heated to decomposition it emits acrid smoke and irritating vapors.

2.8 Physical: PHYSICAL DESCRIPTION: Clear yellow liquid. (NTP, 1992)

2.9 Water Solubility: Insoluble

2.10 StorageTemp: Keep in dark place,Inert atmosphere,2-8°C

3. Use and Manufacturing

3.1 Description: Colorless transparent liquidHexamethylene diacrylate (also known as hexanediol diacrylate) is a di-functional acrylic monomer that can be polymerized by free radicals. It is used in ultra violet (UV) and electron beam (EB) applications as a reactive component in formulating coatings and inks, furniture and floor coatings, coatings on plastic substrates, varnishes for packing items and more.

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3.2 General Description: Clear yellow liquid.

3.3 GHS Classification: Signal: Warning
GHS Hazard Statements
H315: Causes skin irritation [Warning Skin corrosion/irritation]
H317: May cause an allergic skin reaction [Warning Sensitization, Skin]
H319: Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statement Codes
P261, P264, P272, P280, P302+P352, P305+P351+P338, P321, P332+P313, P333+P313, P337+P313, P362, P363, and P501

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3.4 Methods of Manufacturing: ESTERIFICATION OF 1,6-HEXANEDIOL; WITH ACRYLIC ACID;

3.5 Usage: 1,6-Hexandiol diacrylate is used in organic synthesis; common acrylic monomer in UV -cured inks, adhesives, coatings, photoresists, castings, artificial nails, etc.;monomer in dental composite materials.

4. Safety and Handling

4.1 Octanol/Water Partition Coefficient: log Kow = 3.08 /Estimated/ [Meylan WM, Howard P; J Pharm Sci 84: 83-92 (1995)] PubMed Abstract

4.2 Fire Hazard: Hexamethylene diacrylate is probably combustible. Hexamethylene diacrylateSupplier

4.3 Other Preventative Measures: Awareness of the dangers and of good engineering design are essential to safety. Employees should be instructed about the necessity of cleansing the skin if it is contaminated by materials which are irritants or skin-absorbed. With careful design, however, and complete enclosure of those processes where toxic chemicals or intermediates occur, dangerous exposures can be avoided. /Acrylic acid & derivatives/
SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

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4.4 DisposalMethods: SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

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4.5 Protective Equipment and Clothing: Suitable protective clothing and self-contained respiratory protective apparatus should be available for use of those who may have to rescue persons overcome by fumes. /Acrylic acid and derivatives/
... Gloves and protective clothing and shoes or boots should be used in addition to eye (or full face) protective equipment. /Acrylic acid & derivatives/

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4.6 Skin, Eye, and Respiratory Irritations: The lower molecular weight esters of acrylic acids are irritants to skin, eyes and mucous membranes. /Acrylic acid esters/

4.7 Sensitive: Hygroscopic

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Skin irritation, Category 2

Eye irritation, Category 2

Skin sensitization, Category 1

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Warning
Hazard statement(s)	H315 Causes skin irritation H319 Causes serious eye irritation H317 May cause an allergic skin reaction
Precautionary statement(s)
Prevention	P264 Wash ... thoroughly after handling. P280 Wear protective gloves/protective clothing/eye protection/face protection. P261 Avoid breathing dust/fume/gas/mist/vapours/spray. P272 Contaminated work clothing should not be allowed out of the workplace.
Response	P302+P352 IF ON SKIN: Wash with plenty of water/... P321 Specific treatment (see ... on this label). P332+P313 If skin irritation occurs: Get medical advice/attention. P362+P364 Take off contaminated clothing and wash it before reuse. P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P337+P313 If eye irritation persists: Get medical advice/attention. P333+P313 If skin irritation or rash occurs: Get medical advice/attention.
Storage	none
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

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6. NMR Spectrum

IR : liquid film

Mass spectrum (electron ionization)

7. Synthesis Route

13048-33-4Total: 4 Synthesis Route

629-11-8 202 Suppliers

13048-33-4 104 Suppliers

53219-91-3

13048-33-4 104 Suppliers

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8. Precursor and Product

precursor:

53219-91-3

292638-85-8

629-11-8

814-68-6

9. Computed Properties

Molecular Weight：226.26900g/mol
Molecular Formula：C₁₂H₁₈O₄
Compound Is Canonicalized：True
Exact Mass：2.6
XLogP3-AA：226.12050905
Monoisotopic Mass：226.12050905
Complexity：219
Rotatable Bond Count：11
Hydrogen Bond Donor Count：0
Hydrogen Bond Acceptor Count：4
Topological Polar Surface Area：52.6
Heavy Atom Count：：16
Defined Atom Stereocenter Count：0
Undefined Atom Stereocenter Count：0
Defined Bond Stereocenter Count：0
Undefined Bond Stereocenter Count：0
Isotope Atom Count：0
Covalently-Bonded Unit Count：1
CACTVS Substructure Key Fingerprint：AAADceBwOAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAGgAAAAAACACggAIACAAABACIACDSCAAAAAAAAAAIAAAAAEAABAIAIAACAAAEAAAAIIGAQAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==

10.Other Information

Description: Hexamethylene diacrylate (also known as hexanediol diacrylate) is a di-functional acrylic monomer that can be polymerized by free radicals. It is used in ultra violet (UV) and electron beam (EB) applications as a reactive component in formulating coatings and inks, furniture and floor coatings, coatings on plastic substrates, varnishes for packing items and more¹. The hexamethylene diacrylate cross-linked polystyrene resin can be used for the solid phase synthesis of hydrophobic peptides^2-3.

View all

Sources

https://www.ashland.com/file_source/Ashland/Documents/Sustainability/rc_hexanediol_diacrylate.pdf
Varkey, J. T., and V. N. Pillai. "Solid phase synthesis of hydrophobic peptides on 1,6-hexanediol diacrylate cross-linked polystyrene resin." Journal of Peptide Science 5.12(1999): 577-81.
https://www.palmerholland.com/Assets/User/Documents/Product/40781/4988/MITM00481.pdf

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Chemical Properties: Colorless transparent liquid

General Description: Clear yellow liquid.

Air & Water Reactions: Insoluble in water.

Reactivity Profile: Hexamethylene diacrylate is temperature sensitive . May react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release gaseous hydrogen. Can undergo very exothermic addition polymerization reactions. May undergo autoxidation upon exposure to the air to form explosive peroxides.

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Fire Hazard: Hexamethylene diacrylate is probably combustible.

Usage: 1,6-Hexanediol diacrylate is used as a functional monomer for polymers. It acts as a cross linking agent between the molecular chains of polymers. Further, it is used in adhesives, sealants, alkyd coatings, elastomers, photopolymers, and inks for improved adhesion, hardness, abrasion and heat resistance.

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Sources

https://www.ashland.com/file_source/Ashland/Documents/Sustainability/rc_hexanediol_diacrylate.pdf
Varkey, J. T., and V. N. Pillai. "Solid phase synthesis of hydrophobic peptides on 1,6-hexanediol diacrylate cross-linked polystyrene resin." Journal of Peptide Science 5.12(1999): 577-81.
https://www.palmerholland.com/Assets/User/Documents/Product/40781/4988/MITM00481.pdf

View all

Description: Sensitizaion occurred after accidental occupational exposure in an employee in the laboratory of a plastic paint factory.

Uses: 1,6-Hexandiol diacrylate is used in organic synthesis; common acrylic monomer in UV -cured inks, adhesives, coatings, photoresists, castings, artificial nails, etc.; monomer in dental composite materials.

11. Toltal 94 Suppliers View more

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12. Related Questions

: How can 1,6-hexyl glycol diacrylate be synthesized? Synthetic 1, 6-hexyl two-heterol di acrylate is one of the important research topics in organic chemistry. This article will introduce its efficient synthetic route, providing new methods and ideas f..

13. Realated Product Infomation