Technical documentation

Synthesis of End Use Evaluation of Pinene-based Alicyclic Acrylates

By:

Alicyclic mono and diacrylates from alpha-pinene and beta-pinene were synthesised and characterized spectroscopically. They were compounded in alkyl 2-cyanoacrylate adhesives as crosslinkers. Their effect on the adhesive bond strengths after exposing the adhesive bonds to various temperatures, was studied.

Modification of cyanoacrylate adhesives with β-vinyl-α-cyanoacrylates

By:

D. A. Aronovich

A. M. Vetrova

Adhesive properties of β-vinyl-α-cyanoacrylates and their anionic copolymerization with α-cyanoacrylates are studied. The ability of bifunctional β-vinyl-α-cyanoacrylates to enhance the thermal stability of cyanoacrylate adhesives is demonstrated.

Synthesis, Characterisation and Evaluation of Alkyl 2-Bromoacrylates as Adhesives

By:

V. Vijayalakshmi

J.N. Rupavani

N. Krishnamurti

Various alkyl2-bromoacrylates were synthesized in high purity and yield. They were characterized by spectroscopic techniques. The monomers were then formulated into aerobic adhesive compositions and their adhesive bond strengths between various surfaces were evaluated.

Acrylic-Toughened Cyanoacrylate Comppositions

US6833196

By:

Stan Wojciak

A cyanoacrylate adhesive composition having an acrylic monomer toughening agent. Preferably, the acrylic monomers are selected from the group consisting of methyl methacrylate, butyl acrylate, cyclohexyl acrylate, isobornyl acrylate, and combinations thereof. A useful amount of acrylic monomers is about 1.0% by weight to about 10.0% by weight, preferably about 1.0% by weight to about 5.0% by weight, and more preferably about 2.0% by weight to about 5.0% by weight.

Process for the Preparation of 2-Cyanoacrylic Acid and Use of the Ethers so Prepared as Adhesives

WO/1994/015907

By:

Valery A. Dyatlov

Georgy A. Katz

A process for the preparation of esters, including non-distillable esters, of 2-cyanoacrylic acid comprises reacting 2-cyanoacrylic acid or an acid halide thereof with an alcohol, including a diol or polyol, or a phenol in the presence of an inert organic solvent under polymerisation inhibiting conditions and, additionally, in the presence of an acid catalyst when 2-cyanoacrylic acid is a reactant, continually removing the water or hydrohalic acid produced and recovering the ester.

Process for the Preparation of 2-Cyanoacryloyl Chloride and Use of the Compound so Prepared for the Preparation of Esters of 2-Cyanoacrylic Acid

WO/1995/032183

By:

Valery A. Dyatlov

Viktor Maleev

A process for the preparation of 2-cyanoacryloyl chloride in pure form comprises reacting 2-cyanoacrylic acid with a chlorinating agent, said reaction being carried out under side-reaction and polymerisation inhibiting conditions. A preferred chlorinating agent is a volatile chlorinating agent which forms only volatile by-products during the course of the reaction. Suitable volatile chlorinating agents include oxalyl chloride, sulfur oxychloride, trifluoroacetyl chloride and phosgene.

Photoinitiated Polymerization of Ethyl Cyanoacrylate by Phosphonium Salts

By:

Ayşen Önen

Nergis Arsu

Yusuf Yağcı

The photoinitiated polymerization of ethyl cyanoacrylate (ECA) by benzyl triphenylphosphonium hexafluoroantimonate (BP+) and (anthracen-9-ylmethyl)triphenylphosphonium hexafluoroantimonate (MAP+) was studied. Zwitterionic and free radical mechanisms which involved homolytic and heterolytic decomposition of the phosphonium salts are discussed. The anthracene-sensitized photopolymerization of ECA was also demonstrated.

Methyl Alpha-Cyanoacrylate I. Free-Radical Homopolymerization

By:

Methyl α-cyanoacrylate, when suitably inhibited by Lewis acids against anionic polymerization, can be polymerized readily with free-radical initiators to form hard, clear, high molecular weight polymers. The ratio of kp2/kt is approximately 0.021 at 60°C. if 100% efficiency of initiation by azobisisobutyronitrile is assumed. Acceleration occurs at very low conversion to polymer during bulk polymerizations. The homopolymer is thermally unstable at temperatures only slightly above the glass temperature (estimated to be 165–170°C.).

Determination of Absolute Rate Constants for Radical Polymerization and Copolymerization of Ethyl Alpha-Cyanoacrylate in the Presence of Effective Inhibitors against Anionic Polymerization

By:

Bunichiro Yamada

Minoru Yoshioka

Takayuki Otsu

The absolute rate constants of propagation kp and of termination kt of ethyl α-cyanoacrylate (ECNA) were determined in bulk at 30°C by means of the rotating sector method under conditions to suppress anionic polymerization; kp = 1 622 1 · mol−1 · s−1 and kt = 4,11 · 108 1 · mol−1 · s−1 for the polymerization in the presence of acetic acid, and kp = 1610 1 · mol−1 · s−1 and kt = 4,04 · 108 l · mol−1 · s−1 for the polymerization in the presence of 1,3-propanesultone. The magnitude of k/kt determined was 6,39 · 10−3 l · mol−1 · s−1.

Adhesion Promoter for 2-Cyanoacrylate Adhesive Compositions

US4125494

By:

Jules E. Schoenberg

Dilip K. Ray-Chaudhuri

Improved 2-cyanoacrylate adhesive compositions containing acetic acid exhibit greatly enhanced bond strength with no significant reduction in cure rate. Such compositions may be used on a wide variety of substrates and are particularly useful on metals.

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