42928-85-8

Usage

Uses

Used in Adhesives Industry:
2-OCTYL ACRYLATE is used as a key component in the production of adhesives for its ability to enhance flexibility and weather resistance in the final product.
Used in Sealants Industry:
In the sealants industry, 2-OCTYL ACRYLATE is utilized as a critical ingredient to improve the adhesive properties and durability of sealants, especially in outdoor applications where resistance to weather conditions is essential.
Used in Coatings Industry:
2-OCTYL ACRYLATE is employed in the manufacturing of coatings to provide a balance of flexibility and resistance to environmental factors, making it suitable for a wide range of coating applications.
Used in Pressure-Sensitive Adhesives:
2-OCTYL ACRYLATE is used as a vital component in the production of pressure-sensitive adhesives, particularly in applications requiring high levels of flexibility and adherence to various surfaces without the need for additional bonding agents.
Safety Precautions:
Due to its flammability and potential to cause skin and eye irritation, it is crucial to handle and store 2-OCTYL ACRYLATE with care, following proper safety protocols to minimize risks.

InChI:InChI=1/C11H20O2/c1-4-6-7-8-9-10(3)13-11(12)5-2/h5,10H,2,4,6-9H2,1,3H3

Upstream product

• 4128-31-8 rac-octan-2-ol 
• 79-10-7 acrylic acid 
• 814-68-6 acryloyl chloride 
• 140-88-5 ethyl acrylate 
• 292638-85-8 acrylic acid methyl ester 
• 74-86-2 acetylene 

Downstream Products

• 6169-06-8 (S)-2-Octanol 
• 15754-49-1 (R)-2-octanyl acrylate 
• 1222482-66-7 C₂₃H₃₅NO₅ 
• 1222482-75-8 C₂₁H₃₂N₂O₄ 

Relevant academic research and scientific papers

PROCESS FOR THE MANUFACTURING OF A COMPOUND COMPRISING A (METH)ACRYLOYL GROUP

The present disclosure relates to a process for the manufacturing of a compound comprising a (meth)acryloyl group, wherein the process comprises the steps of: a) providing a multi-screw extruder comprising a reaction chamber; b) providing reactants and reagents comprising: i. an alcohol or a primary or secondary amine; ii. a base; and iii. a (meth)acryloyl halide or a 3-halopropionyl halide; and c) incorporating the reactants and reagents into the reaction chamber of the multi-screw extruder, thereby forming a reaction product stream comprising the compound comprising a (meth)acryloyl group.

METHOD FOR PRODUCING 2-OCTYL ACRYLATE BY DIRECT ESTERIFICATION

The invention relates to a process for continuously producing 2-octyl acrylate by reacting acrylic acid and 2-octanol in the presence of a sulfonic acid esterification catalyst and at least one polymerization inhibitor. The water formed by the esterification reaction is entrained by distillation in a column surmounting the reactor in the form of a heteroazeotropic mixture with the 2-octanol which is then subjected, after condensation, to separation in a decanter so as to give an upper organic phase and a lower aqueous phase. The reaction mixture containing the reaction product and residual by-products are purified by separation means in order to obtain: (1) pure 2-octyl acrylate and (2) unreacted 2-octanol and acrylic acid compounds that will be recycled along with the catalyst.

METHOD FOR THE PRODUCTION OF 2-OCTYL ACRYLATE BY MEANS OF TRANSESTERIFICATION

The invention relates to the industrial production of 2-octyl acrylate of very high purity and with a high yield, using a continuous transesterification process. The method of the invention uses ethyl titanate in solution in 2-octanol or 2-octyl titanate as a transesterification catalyst, and employs a purification train comprising two distillation columns.

PROCESS FOR PRODUCING ALKYL ACRYLATE

The invention relates to the production of alkyl acrylate according to a continuous transesterification process. In one embodiment the process of the invention uses a simple column to purify a reaction mixture of acryl acrylate in one step yielding alkyl acrylate with a purity of greater than 99.8%.

SELECTIVE SYNTHESIS OF 2-OCTYL ACRYLATE BY ACID CATALYZED ESTERIFICATION OF 2-OCTANOL AND ACRYLIC ACID

A method of making 2-octyl acrylate comprising reacting 2-octanol with acrylic acid in the presence of an acid catalyst and added water is described. The 2-octanol may be derived from renewable resources, such as castor oil. The method is efficient and provides selectivity for 2-octyl acrylate.

METHOD FOR PREPARING (METH)ACRYLATES OF BIOBASED ALCOHOLS AND POLYMERS THEREOF

Polymers, particularly those used in pressure-sensitive adhesives, are prepared from a mixture of structural isomers of a secondary alkyl (meth)acrylate monomer. The mixture is made by dehydrating a C2-C22 alcohol using a continuous process to form a mixture of olefins, and reacting (meth)acrylic acid with at least some of the mixture of olefins in the presence of an acid catalyst. The adhesives are characterized by exhibiting an overall balance of adhesive and cohesive characteristics.

METHOD FOR THE PRODUCTION OF 2-OCTYL ACRYLATE BY MEANS OF TRANSESTERIFICATION

The invention relates to the production of 2-octylacrylate of high purity and in good yield using ethyl titanate in solution in 2-octanol or 2-octyl titanate as a transesterification catalyst.

First example of hydrolytic kinetic resolution of acrylate of secondary alcohols by lipase Amano AK

Lipase Amano AK is found to be extremely efficient catalyst for hydrolytic kinetic resolution of acrylates of secondary alcohols in aqueous phosphate buffer at pH 7.0. Both aliphatic and benzylic secondary alcohols show good to excellent E values.

Rational design of pseudozyma antarctica lipase B yielding a general esterification catalyst

Pseudozyma antarctica lipase B (CALB) shows activity in the acrylatlon of hydroxypropylcarbamate, a racemic mixture of enantiomers of primary and secondary alcohols. However, full conversion is hampered by the slowly reacting S enantiomer of the secondary alcohol. The same is true for a wide range of secondary alcohols, for example, octan-2- and -3-ol. In order to get high conversion in these reactions in a short time, the stereospeciflclty pocket of CALB was redesigned by using predictions from molecular modeling. Positions 278, 104, and 47 were targeted, and a library for two-site saturation mutagenesis at positions 104 and 278 was constructed. The library was then screened for hydrolysis of acrylated hydroxypropylcarbamates. The best mutants L278A, L278V, L278A/W104F, and L278A/W104F/S47A showed an increased conversion in hydrolysis and transesterificatlon of more than 30%. While the wildtype showed only 73% conversion in the acrylation of hydroxypropylcarbamate after 6 h, 97% conversion was achieved by L278A in this time. Besides this, L278A/W104F reached >96% conversion in the acrylation of octan-2- and -3-ol within 48 h and showed a significant decrease in stereoselectivity, while the wild-type reached only 68 and 59% conversion, respectively. Thus the new biocatalysts can be used for efficient transformation of racemic alcohols and esters with high activity when the high stereoselectivity of the wild-type hampers complete conversion of racemic substrates in a short time.