Pentaerythritol triacrylate
[CAS# 3524-68-3]

Identification

• Classification: Chemical reagent >> Organic reagent >> Ester >> Acid ester compound
• Name: Pentaerythritol triacrylate
• Synonyms: PETA; 3-(Acryloyloxy)-2-[(acryloyloxy)methyl]-2-(hydroxymethyl)propyl acrylate
• Molecular Formula: C₁₄H₁₈O₇
• Molecular Weight: 298.29
• CAS Registry Number: 3524-68-3
• EC Number: 222-540-8
• SMILES: C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C

Properties

• Density: 1.18
• Refractive index: 1.483
• Flash point: >110 ºC

Safety Data

• Hazard Symbols: GHS07;GHS09 Warning
• Hazard Statements: H302-H315-H317-H319-H411
• Precautionary Statements: P261-P264-P264+P265-P270-P272-P273-P280-P301+P317-P302+P352-P305+P351+P338-P321-P330-P332+P317-P333+P317-P337+P317-P362+P364-P391-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin sensitization	Skin Sens.	1	H317
Eye irritation	Eye Irrit.	2	H319
Skin irritation	Skin Irrit.	2	H315
Acute toxicity	Acute Tox.	4	H302
Chronic hazardous to the aquatic environment	Aquatic Chronic	2	H411
Serious eye damage	Eye Dam.	1	H318
Specific target organ toxicity - single exposure	STOT SE	3	H335

Discovory and Applicatios

Pentaerythritol triacrylate is an important compound in the field of polymer chemistry, recognized for its role as a cross-linking agent in the synthesis of various polymers and resins. Its discovery and applications highlight its significance in advancing material science and industrial processes.

Pentaerythritol triacrylate was first synthesized in the mid-20th century as part of research into multifunctional acrylates with enhanced cross-linking capabilities. The compound is derived from pentaerythritol, a tetraol that reacts with acrylic acid to produce a triacrylate ester. This synthesis results in a highly reactive molecule with three acrylate groups, which contribute to its utility as a cross-linking agent in polymerization reactions.

The primary application of pentaerythritol triacrylate is in the formulation of UV-curable coatings, inks, and adhesives. As a cross-linker, it enhances the mechanical properties, chemical resistance, and thermal stability of the cured polymer network. In UV-curable systems, pentaerythritol triacrylate reacts with other acrylate or methacrylate monomers under UV light to form a highly cross-linked, durable material. This property is particularly valuable in industrial applications where high-performance coatings and adhesives are required.

In addition to its use in coatings and adhesives, pentaerythritol triacrylate is employed in the production of dental materials and other specialized polymers. Its ability to form dense, cross-linked networks makes it suitable for creating materials with excellent wear resistance and stability. In dental applications, for example, it contributes to the development of composite resins that offer strong bonding and long-lasting durability.

The compound's reactivity and cross-linking capabilities also make it useful in the development of advanced materials for electronics and optics. Its role in enhancing the properties of photopolymers has led to innovations in the production of high-resolution photolithography and imaging systems. By incorporating pentaerythritol triacrylate into these formulations, manufacturers can achieve precise control over the material properties and performance characteristics.

Research into pentaerythritol triacrylate continues to explore its potential in new applications and formulations. The compound's versatility and effectiveness as a cross-linking agent underscore its importance in the development of advanced polymeric materials. Its impact on the performance and quality of coatings, adhesives, and specialty polymers highlights its value in various industrial and technological fields.

Overall, pentaerythritol triacrylate is a significant compound in the realm of polymer chemistry. Its discovery and application have contributed to advancements in the synthesis of high-performance materials, underscoring its importance in modern industrial processes.

References

1980 Allergic contact dermatitis from acrylates in ultraviolet curing inks. Contact Dermatitis, 6(7).
DOI: https://pubmed.ncbi.nlm.nih.gov/6449348

2024 A review of the curing rate and mechanical properties of epoxy resin on polymer matrix composites. Journal of Polymer Research, 31(11).
DOI: 10.1007/s10965-024-04186-y

2024 Preparation and properties of waterborne UV-curable epoxy soybean oil acrylate resin. Journal of Coatings Technology and Research, 21(5).
DOI: 10.1007/s11998-024-01020-4