Cycloaliphatic epoxides are characterised by their aliphatic structure, high oxirane content and the absence of chlorine. Preparation of cycloaliphatic epoxy hybrids with nonconventional aminecuring agents mar. Cycloaliphatic epoxy resins our araldite line of very low viscosity, difunctional cycloaliphatic epoxy resins are designed for epoxy formulators needing hightemperature resistance, good electrical insulation performance and uv resistance. Tougher cycloaliphatic epoxide resins wells carter, keith lamb, and mark jupina, the dow chemical company, usa introduction cycloaliphatic epoxides are used in cationic uv coatings to provide good cure rate and hardness. The bf 3 mea curing reaction and the cured properties of novel cycloaliphatic epoxy resins ce. Cyracure uvr6110 by dow chemical is a high viscosity cycloaliphatic epoxide resin. Indeed, cycloaliphatic epoxides could be directly obtainedwithout epichlorohydrinfrom some terpenes, an important class of renewable. The ring structure the cyclo part also provides in many cases a bit more structural stretch than the traditional straight chain curing agent. Depthdependent surface analysis using xps shows that these films are highly enriched in their outer molecular surface regions with sulfonyl fluoride groups. Dow cyracure uvr6128 cycloaliphatic epoxide category. Metal decoration coatings overprint varnishes flexible packaging laminating adhesive information provided. Pdf photocuring and thermal postcuring of a cycloaliphatic. Eponex resins uvresistant cycloaliphatic epoxy resin. Cycloaliphatic epoxy resin for enhanced uv resistance hexions cycloaliphatic epoxy resin eponex resin 1510 is useful in applications where improved outdoor resistance, as compared to standard bisphenol a or bisphenol f diglycidyl ether epoxies, is needed.
The cycloaliphatic epoxide consists of a oxirane ring fused to a cyclohexyl ring. It is widely used in industry for the preparation of inks, resins, coatings, and was proposed for incorporation into dental composites. Copolymerization of epoxides with reactive diluents, such as polyols, cyclic ethers, vinyl ethers or amino resins is also demonstrated. It is a cationic photoinitiator containing a mixture of triarylsulfonium hexafluoroantimonate salts in propylene carbonate. In vitro mutagenicity and metabolism of the cycloaliphatic. Cyracure cycloaliphatic epoxides cationic uv cure union carbide chemicals and plastics company inc photoinitiated cationic polymerization of naturally occurring epoxidized triglycerides. Cationic polymerization of a cycloaliphatic diepoxide with latent. Processing advantages include fast cure response, broad formulating latitude and the minimization of the use of volatile organic compounds. This resin is referred to epoxy a throughout this paper. With these dielectric measurements, we can easily calculate the cure extent. To obtain linear polymers, the reactants must be bifunctional.
Photoinitiator uvi6976,cationic photoinitiator,triarylsulfonium hexafluoroantimonate salts. Pdf in present work curing kinetics of uvinitiated cationic photopolymerization. Dow cyracure uvr6107 cycloaliphatic epoxide datasheet. Cyracure resins are used in highperformance cationic uv cure applications that require outstanding processing and performance attributes, such as inks, coatings and adhesives. Dow cyracure uvr6128 cycloaliphatic epoxide matweb. Cycloaliphatic epoxies show distinct advantages over the glycidyl ether epoxy materials in their ability to produce high bond strengths on poorly cleaned and oily surfaces. The objective of this study was to determine the mutagenic potential of this chemical related. Photocuring and thermal postcuring of a cycloaliphatic. Nomenclature and preparation of epoxides video khan.
These materials generally have, on the average, at least 1 polymerizable epoxy group per molecule, preferably at least about 1. It exhibits good film hardness and film properties of good gloss. Dow cyracure uvr6110 cycloaliphatic epoxide category. Very good chemical resistance and mechanical properties especially at heat cure temperature and good elevated temperature performance. The material has been in common use in europe for a generation, and other u. Preparation of cycloaliphatic epoxy hybrids with non. However, aliphatic epoxy resins polymerize very slowly at room temperature, so higher temperatures and suitable. The result is a twisted boat confirmation shown in figure 2. Tetra, the leading provider of cycloaliphatic epoxides. The mutagenicity of 12 cycloaliphatic epoxides was investigated using the ames salmonella assay without the addition of liver homogenate fractions. Real time dra for cycloaliphatic epoxides were carried out with continuous irradiation of uv light 10 mwcm 2 at 365 nm and the gap for the measurement was set to 50. Cyracure uvr6105 is used in metal decoration coatings, overprint varnishes, flexographic inks. Gelation time and the dsc scan of the ce resins, with bf 3 mea hardener, proved that the reactivity of the ce resins is intermediate among the reactivities of the conventional resins.
They are used with the mentioned materials to address the issue of slow reaction and brittleness of highly crosslinked or rigid network cationic photo polymerizations of epoxides. Epoxyfunctional polymers, which can be used as macromonomers, are found in sections corresponding to the chemistryfunctionality of the polymer. Performance advantages of uv cure formulations made with cyracure cycloaliphatic epoxides include good chemical resistance, excellent gloss, good color stability and good weathering characteristics. Dow entered the uv cure market last year, when the company acquired cyracure cycloaliphatic epoxide resins as part of its merger with union carbide corporation. Its applications include coatings and adhesives for improved flexibility, elongation, and impact resistance. Epoxides are cyclic ethers, a 3 membered ring see above diagram. Cyracure uvr6107 cycloaliphatic epoxide is a standard base resin. We also offer heloxy modifier 107, a cycloaliphatic epoxy functional modifier. Photoinitiated cationic polymerization of cycloaliphatic epoxide vinyl ether systems studied by near. Metal decoration coatings overprint varnishes flexible packaging laminating adhesive information provided by dow. High crosslinked polymers were obtained using both cyracure uvr6105 and cyracure uvr6128 epoxy monomers in presence of cationic photoinitiator cyracure uvi6976 via photopolymerization. Eponex resins uvresistant cycloaliphatic epoxy resin hexion. Their reactivity is such that they are essentially a separate functional group. Cycloaliphatic compounds include cyclopropane, methylcyclohexane and heptalene.
The curing reaction was followed by infrared spectroscopy in the near range, and thermal transitions were measured by dynamic mechanical thermal analysis. Huntsmans cycloaliphatic epoxy resins are designed for use in indoor and outdoor applications such as. Tetras bestknown products such as tta21, tta26, tta186 and tta520 have been widely used in the composites field. Dow introduces new monomer for uv cure resin applications. Epoxidized polydiene block polymer with epoxy resins. It is postulated that the reactivity of cycloaliphatic epoxide is a direct consequence of the its fused ring structure. Such materials, broadly called epoxides, include monomeric epoxy compounds and epoxides of the polymeric type and can be aliphatic, cycloaliphatic, aromatic or heterocyclic. Oct, 2000 cationic cure of cycloaliphatic epoxides lowviscosity, solventfree coatings can be formulated with cycloaliphatic epoxides. Cycloaliphatic epoxides are used in cationic uv coatings to provide good cure rate and hardness.
Process for producing epoxides from olefinic compounds download pdf. Bacterial mutagenicity and toxicity of cycloaliphatic. The present invention provides a toughened epoxy resin composition comprising. Cycloaliphatic amines are another group of curing agents that are less volatile than linear aliphatic amines when adduct is formed. Uvcationiccuring, based on the photogeneration of acid and consecutive cationic polymerization, was first proposed in 1970s. Information provided by dow order this product through the following link. It is used to uvcure cycloaliphatic epoxide resins, vinyl ethers and other cationically curing materials2 kinds available. Kinetics study of the uvinitiated cationic polymerization of. Cationic cure can be carried out with either uv or thermally initiated super acids. Cyracure uvr6107 cycloaliphatic epoxide is a low viscosity base resin. Contact our technical sales team to select a product or to develop one for your specific needs or call 18008423631 email protected modified cycloaliphatic amines from ipda are one of the most commonly used curing agents. Photopolymerized epoxide copolymer thin films with. Cationic uvcured systems based on cycloaliphatic diepoxides are also being used more and more in applications, such as electronics 1, stereolithography 2 and composites 3, where the curing of much thicker sections is involved. In this work, the influence of trimethylolpropane tris3mercaptopropionate and a vinyl epoxy compound 4vinyl1cyclohexene 1,2 epoxide over the photocuring and subsequent thermal curing of an epoxy resin cyracure uvr6105 is studied.
Photoinitiated cationic polymerization of cycloaliphatic. Used in metal decoration coatings, overprint varnishes, flexible packaging, laminating adhesive. Used in metal decoration coatings and overprint varnishes. Cure monitoring of uvcurable free radical and cationic.
Among these, formulations based on cycloaliphatic epoxy resins such as 3,4epoxycyclohexyl. Wells carter, keith lamb, and mark jupina, the dow chemical company, usa introduction. Cycloaliphatic epoxides contain one or more aliphatic rings in the molecule on which the oxirane ring is contained e. The use of accelerants and a plasticizer dodecylphenol, and different curing. Epoxidation of palm oil products has been reported to yield materials namely.
Photocuring and thermal postcuring of a cycloaliphatic epoxide resin with a trithiol and a vinyl epoxy compound article pdf available in journal of thermal analysis and calorimetry 1211. Polyols can be used in cationic coatings to improve coating flexibility and they help improve the throughcure rate. Cycloaliphatic epoxide, cyracure uvr6107 cycloaliphatic epoxide is a standard flexibilizing cycloaliphatic epoxide resin. Union carbide bulletin uc968, cyracure cycloaliphatic epoxides. It is also used with epoxidized natural rubber and dissolved in glyddyl methacrylate gma to form coating systems. Uvi6992 photoinitiator is used to uvcure cyracure cycloaliphatic epoxide resins, vinyl ethers and other cationically curing materials. Our mission like our business style simple and straightforward.
Ternary photoinitiator system for curing of epoxypolyol. A process for producing an epoxide such as a cycloaliphatic diepoxide by the. Request pdf cationic polymerization of a cycloaliphatic diepoxide with. Polymerization profiles recorded by rtftir spectroscopy for cationic formulation figure 8 shows a gives a linear variation of the log ion viscosity with the epoxy conversion. The resins are marketed by union carbide as cycloaliphatic epoxides and, more recently, under the trade name cyracure.
Cycloaliphatic epoxy module environment tests 2 kure beach, north carolinalaque corrosion services inc. In most cases, the nucleophilicity of the amine dictates the reactivity with epoxy resins such that aliphatic amines cycloaliphatic aminesaromatic amines. Dow inc dow divisions, quarterly segment results csimarket. Hexions cycloaliphatic epoxy resin eponex resin 1510 is useful in applications where improved outdoor resistance, as compared to standard bisphenol a or bisphenol f diglycidyl ether epoxies, is needed.
Photocuring and thermal postcuring of a cycloaliphatic epoxide resin with a trithiol and a vinyl epoxy compound j. Commercial cycloaliphatic epoxides an important and widely used cycloaliphatic epoxy resin is the diglycidyl ester of hexahydrophthalic acid. Epikure cycloaliphatic amines have long been standard curing agents for civil engineering, coating and composites applications, with new uses being found all the time. Because of their low viscosity, they can be used for low voc coatings. Photocuring and thermal postcuring of a cycloaliphatic epoxide. These lowviscosity, highly reactive hardeners help produce resins with. Coating crosslinking reactions using cycloaliphatic epoxides. And there are many different types of ring systems that you can have with ethers in them. Dow cyracure uvr6128 cycloaliphatic epoxide datasheet. An example of a cycloaliphatic epoxide crosslinker is shown in figure 1. Cycloaliphatic amines epochemie epoxy curing agents.
The order of reactivity for cycloaliphatic epoxides is directly opposite of glycidyl epoxides carboxylic acids alcohols amines. Additional epoxide monomers are listed in the crosslinking agents and additives for epoxides section. There are different types of epoxy resins glycidyl ether, glycidyl ester, epoxidized oils, cycloaliphatic and epoxidized polybutadiene, each of which can be catalyzed by this new technology. While ecc resulted in slow increase of storage modulus, cade1 showed much faster cure rate. Pdf uv curing kinetic of high performance epoxy resin for rollto. Cycloaliphatic epoxy resins robert kultzow and stephanie foxhill. They are produced by the reaction of a cyclic alkene with a peracid see above.
Bacterial mutagenicity and toxicity of cycloaliphatic epoxides. Cycloaliphatic epoxy resin has been successfully thermally cured using a polyamino siloxane oligomer as hardener. Since then, wide variety of cationically polymerizable monomers, such as epoxides and vinyl ether derivatives, has been investigated. A cycloaliphatic compound has many industry uses in manufacturing resin, coatings, hardeners and additives. A condition to obtain crosslinked polymers is that at least one of the monomers has a. It is widely used in industry for the preparation of. Curing properties of cycloaliphatic epoxy derivatives. Cycloaliphatic epoxy bushings 1003100 elliott industries. Cationic, thermally cured coatings using epoxidized. It is useful in many applications in which low viscosity is not required. Metal decoration coatings overprint varnishes information provided by dow. Cycloaliphatic epoxy resins are used in coatings and inks because of their exceptionally.
The products made from cycloaliphatic hydrocarbons have proven to play a role in highperformance coatings, composites and adhesive applications. Cyracure uvr6105 by dow chemical is a low viscosity cycloaliphatic epoxide. A number of commercially available adhesive formulations include these materials for this benefit. Cationic, thermally cured coatings using epoxidized soybean oil. These eponex reins are cycloaliphatic glycidyl ethers used to obtain epoxy performance in coatings, electronics and specialty composites where uv resistance is a requirement. Cycloaliphatic epoxides rapidly polymerize in presence of. Index 333 cyracure cycloaliphatic epoxide, 327 dantocol dhe di2hydroxyethyl5,5dimethylhydantoin, 8 darocur 1173 2hydroxy2methyl1phenyl1propanone, 283 darocur itx mixture of 2isopropylthioxanthone and 4isopropylthioxanthone, 197 daxad 19 polynaphthalene sulfonate pigment dispersant, 108 derussol carbon black. Cycloaliphatic epoxides are characterised by their aliphatic structure, high oxirane content and the absence of chlorine, which results in low viscosity and once cured good weather resistance, low dielectric constants and high t g. Cyracure uvr 6105 is a cycloaliphatic epoxy monomer and has both carboxylate and epoxy groups, with the potential for rapid polymerization. Commercial cycloaliphatic epoxides an important and widely used cycloaliphatic.
Infrared reflection spectroscopy article in macromolecular chemistry and physics 2089. Wo2008002416a1 process for producing epoxides from olefinic. Pdf cationic ultraviolet curable coatings from castor oil. Eponex resins are recommended as a building block resin for preparations of low viscosityhigher molecular weight epoxide resins and low viscosity esters using. Model thermally cured formulations and performance data are shown in table 2. Quick responsiveness, quality products, and last but not least our highly trained team of service professionals has helped zxchem to grow quickly over years. Catalysis of thermally curable high solids cycloaliphatic. Powell is far from alone in using cycloaliphatic epoxy insulation. Information provided by dow dow and dupont have completed their merger but further transactionsspinoffs are planned. Used to uvcure cyracuretm cycloaliphatic epoxide resin, vinyl ethers and other cationicallycuring materials, clear coatings.
The business will continue offering cyracuretm photoinitiators, produced by a third party on dows behalf, to support its uv cure customers. Metal decoration coatings overprint varnishes information provided by dow physical properties. Cycloaliphatic epoxy resins robert kultzow and stephanie. Cyracure uvr6107 cycloaliphatic epoxide is a standard flexibilizing cycloaliphatic epoxide resin. Typical structures for these resins are given in union carbide brochures cycloaliphatic epoxide systems, 987, and cyracure cycloaliphatic epoxides, cationic uv cure, 492. Photoinitiated polymerization of fluorinated aliphatic epoxides bearing terminal sulfonyl fluoride groups with a commercial cycloaliphatic diepoxide cyracure uvr6110 results in highly crosslinked glassy films. Photocuring kinetics for the uvinitiated cationic polymerization of cycloaliphatic diepoxide resins have been investigated by photodsc. It is especially interesting to see the first two of these c ompanies using cycloaliphatic epoxy. However, all other pxc products will be discontinued, including.
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