ARON OXETANE OXT-221

1 ARON OXETANE OXT-221 TOAGOSEI CO., LTD. OXT technical report 2 What is OXETANE Oxetanes, 4-membered cyclic ethers, are new cationic monomers for UV-cure systems developed by Toagosei Co., Ltd. With high basisity and ring strain, OXETANE compounds have the highest ring-opening polymerizability among various cyclic ethers including epoxy compounds. Although OXETANE was recognized as an excellent cationic monomer, few industrial applications had been developed. We paid attention to the potential of OXETANE as a new UV-cure monomer and have established industrial manufacturing recently.

2 With its beneficial performance as a photo-curable monomer, we believe OXETANE helps cationic system broaden its application field. Benefits of Cationic System In comparison with conventional radical cure systems, cationic systems generally have the following benefits. Low Shrinkage Excellent Adhesion to Substrates, High Gloss Low Skin Irritation High Safety and Processability No Oxygen Inhibition Fast Cure even on Thin Film Benefits of OXETANE Additionally, OXETANE compounds have the following strong points as photo-cationic monomer, compared with conventional epoxy compounds. Rapid Polymerization High Molecular Weight and Tough Film Property Cure Improvement by formulating with Epoxy Compounds High Manufacturing Efficiency, Low Initiator Content needed Not Mutagenic High Safety No Generation of -OH Water and Humidity Resistance, Excellent Electric Properties High Stability under High Temperature or Basic Condition Long Shelf Life We have been pursueing R&D of Oxetanes for many years and hold a wide-range of patent licenses.

3 Please contact us before using oxetanes. OXT technical report 3 OXT-221 DOX DOX has two oxetanyl functional groups which has polymerization ability by itself. DOX has excellent diluency and cure promoting effects. DOX has a high degree of cross linking and maintains high elasticity even above the Tg temperature. So it is used as a chemical resistant coating or heat resistant resin. Product Name: ARON OXETANE OXT-221 (DOX) Chemical Name: bis[1-Ethyl(3-oxetanyl)]methyl ether Abbreviated Name: DOX (Di Oxetanyl ether) Chemical Structure: Purity: >98% Molecular Weight: Appearance: clear liquid Boiling Temperature: 119 C/5 mmHg Melting Temperature: <-20 C Specific gravity: (25 C) Viscosity: mPa s (25 C) Flash Point: 144 C(OPEN CUP) Primary Irritation Index(PII): CAS No.

4 : 18934-00-4 Ames Test: negative TSCA Inventory: now proceeding EINECS No.: now proceeding(ELINCS) Main Application: Coatings, Inks, Adhesives Benefits: High cross-link, High cure response OXT technical report DOX OOO 4 Test Formulation 1 (DOX/Cycloaliphatic Epoxide) Formulations with cycloaliphatic epoxide, available as photo-cationic monomer, were investigated and the cured film properties were estimated. phr Cycloaliphatic Epoxide3) phr Cationic Photoinitiator4) phr Formation Miscibility Viscosity5) mPs s) OK OK OK OK OK For Thin coated film1) Pencil Strength Adhesion7) Flexural Test8) 10mm 2mm 100/100 NG NG 100/100 OK NG 100/100 OK OK 100/100 OK OK 100/100 OK OK Acetone Extractability6) Tensile Strength9) kg/cm2 Elongation at Break ) Tensile Modulus9)

5 Kg/cm2 . 4,500 . 6,600 . 4,700 . 3,200 . 2,000 "max10) C tan max10) C Cross-linking Density10) mol/cm2 105 105 105 105 105 For Thick coated film2) Specific Gravity Shrinking with Curing11) .. 1) Coated film thickness = About 10 m, Substrate: Chroming steel Al plate Irradiation condition = 80W high press. mercury lamp / lamp height 10cm / conveyer speed 10m/min. 2 pass 2) Coated film thickness =100-200 m, Substrate: OPP film Irradiation condition = 80W high press.

6 Mercury lamp / lamp height 10cm / conveyer speed 10m/min. 6 pass 3) 3,4-Epoxycyclohexylmethyl-3,4-Epoxycyclo hexylcarboxylate DOW UVR 6110 Daicel Chemical Celloxide 2021p) 4) Triarylsulfonium - Hexafluorine salt mixture (DOW UVI-6990, Daicel UCB Uracure 1591) 5 Rotary Viscometer type E at 25 C 6 Dipped in Acetone for one day and dried. Calculation with loss of weight 7 Cross-cut adhesion test 8 Flexural test 9 Tensile speed = 200mm/min. Chuck interval = 100mm 10 Dynamic modulus measurement: 10Hz, Speed on rising temp. : C/min 11 Calculation from specific gravity between the cured item and each of the raw materials. DOX has two oxetanyl function and excellent diluency.

7 DOX gives high cross-linking density by increasing its content. DOX has high polymerizability and improves chemical resistance of cured film. OXT technical report DOX 5 Precautions in Handling DOX has highly reactive and may polymerize by heat, light, or contamination with a foreign substance. In handling DOX, the following precautions should be taken to avoid accidents. Handling Do not handle DOX near fire or heat sources. Use with adequate ventilation. Avoid breathing vapor. Wear appropriate protective equipment such as protective gloves, goggles, and safety glasses. Avoid direct contact with eyes, skin, mucous membranes and clothing.

8 In case of spilling, wipe up with towel and dispose by incineration or absorb on inert mineral filler and collect in a closed container. Wash hands sufficiently after handling DOX. First Aid Measures In case of skin contact, immediately wash with lots of soap and water. Remove contaminated clothing and shoes. Get immediate medical attention if irritates persists after washing. In case of eye contact, immediately flush eyes with lots of running water for at least 15 minutes. Get immediate medical attention. If inhaled, remove to fresh air. If not breathing, give artificial respiration and get medical attention immediately. If swallowed, get immediate medical attention.

9 Do not give anything to an unconscious or convulsing person. Storage Store in a cool dark place in original package. Keep container closed to avoid absorbing moisture. Waste Disposal method Send to a licensed reclaimer or to a permitted incinerator. ---------------------------------------- ---------------------------------------- ---------------------------------------- ------------- For more detailed information about DOX, please refer to Material Safety Sheet. Feel free to contact the following address for inquiry or request of samples and related documents. TOAGOSEI CO., LTD. 1-14-1, Nishi-Shinbashi, Minato-ku, Tokyo, JAPAN TEL:03-3597-7332 FAX:03-3597-7380 OXT technical report DOX