Karenz MOI is highly hazardous and can corrode eyes, mucous membrane and skin.
Therefore, observe the following precautions.
1） Give regular education to operators regarding the toxicity and reactivity of Karenz MOI.
2） Be careful to avoid direct contact of skin, eyes, or clothing with Karenz MOI. Make sure not to inhale vapor.
3） In case Karenz MOI has splashed on clothing, take the clothing off immediately. As for skin, wash the affected area thoroughly with water. Then wash with soap and water. Contaminated clothing should be disposed off.
CAS No.30674-80-7
2-isocyanatoethyl methacrylate
Karenz MOI
Synonyms：2-methacryloyloxyethyl isocyanate
Molecular formula: C7H9NO3
Molecular Weight: 155.15
Merit
- NCO reactive polymers ( oligomers ) and monomers with pendant methacryloyl group can be easily synthesized.
- Reactivity of NCO Group: Similar reactivity as aromatic isocyanate.
- Copolymerization： UV curing rate of Karenz MOI derivatives containing urethane bond is similar to that of acryl ester.
Reactivity
The vinyl reactivity of Karenz MOI is similar to that of MMA(see Fig.1)
When polymerizing double bond first
Polymers ( oligomers ) with pendant NCO can be easily prepared.
An Example of Copolymerization
An Example of Procedure for Copolymerization
Applications
【Adhesive】
An adhesive prepared from acrylate copolymer,dicyclopentyl acrylate, phenoxyethyl acrylate, Karenz MOI, bisphenol-A epoxy resin acrylate, terpene resin and photoinitiator is applied on surface to be bonded, ir-radiated with UV light, and contacted the adhesive layer with a substrate. It is cured with moisture, and this process is useful for bonding metals, glass, and/ or plastics ( such as optical disks ).
( Three Bond Co., JP05-098217-8;
CA 119: 227579-80 )
【Moisture Curing Primer】
Polymer which is obtained by the copolymerization of Karenz MOI, ( trialkoxysilyl ) propyl methacrylate and other acrylic monomers absorbs moisture in the atmosphere in forming a network structure and curing. This is an excellent primer as it shows a strong adhesive property for both organic and inorganic materials.
( Showa Highpolymer Co.,Ltd.; JP 63-030512 etc., )
【 Single-component liquid type, self-curing coating resin 】
After copolymerization of Karenz MOI and another monomer, part of the NCO group of this polymer is blocked with MEK oxime, which allows amino alcohol to react with the remaining NCO and introduce the OH group. The reaction product is unblocked and cures when heated.
( Kansai Paint Co.,Ltd.; JP 03-258826 etc., )
It shows higher reactivity than the aliphatic isocyanates IPDI and HDI, and shows the same reactivity as aromatic isocyanates.
When making NCO group react first
Polymers (oligomers) and monomers with pendant methacryloyl group can be easily synthesized.
Examples of NCO reactions
【An Example of Procedure for Copolymerization】
【Applications】
Dicing Tape
A reactive polymer is obtained by adding Karenz MOI to BA-EA-AA-HEA copolymer. An adhesive tape is then made by mixing this with penta-erythritol triacrylate and polymerization catalyst, and spreading this coating onto a polypropylene film. Semiconductor wafers placed on this tape do not come off during dicing, but when subjected to ultraviolet irradiation after dicing is completed, curing and contraction take place and the tape can be completely removed without any remnants being left on the wafers. This is due to the use of Karenz MOI as a constituent, allowing molecular design to be easily carried out and enhancing the yield of adhesive.
(Nitto DENKO ; JP 02-187478)
Emulsion Paint
Macromonomers can be obtained by the reaction between Karenz MOI and compounds which have both the hydrophobic and hydroxyl groups, such as PEG monononylphenyl ether. When emulsions containing polymers obtained by the polymerization of said macro-monomers are used in paints, the abrasion resistance and leveling greatly improve.
(UCC:WO9324545)
UV Curing Rate
UV curting rate of Karenz MOI derivatives containing urethane bond is similar to that of acryl esters.
Fig3. Comparison of UV Curing Rate of Neopentyl Glycol Derivatives
Applications
Electronics ( Solder Resist, Film Resist, Adhesive ). Printing ( Printing Plate, Proof ). Medical Care （ Soft Contact Lenses, Dental Material ). Textile Lumber Paper （ Surface Treatment ). Automobiles ( Top Coat, Coating for Repair, Coating for Parts ). Household Electric Appliances ( Substrate, Insulating Material ). Construction materials ( Cement Primer, Paint, Adhesive )
| Physical Properties | |
|---|---|
| Boiling Point | 211℃ |
| Specific Gravity | 1.096 ( 25℃ ) |
| Freezing Point | -45℃ |
| Flash Point | 97℃ ( TCC ) or 99℃ ( COC ) |
| Heat Capacity | 1.80J/g･K |
| Thermal Conductivity | 1.59×10W/m･K |
| Viscosity | 1.44mPa･sec |
| Vapor Pressure | 211℃ |
| Heat of Vaporization | 55.6KJ/mol |
| Tg | 60℃ ( homopolymer ) |
| Specifications | |
|---|---|
| Appearance | Clear, colorless or slightly yellowish liquid |
| Odor | Pungent odo |
| Impurity | 97％min |
| Toxicoogical Informations | |
|---|---|
| Corrosive Action on Skin | Highly corrosive |
| Irritant Action on Skin and Eye | Highly irritant. Causes chemical burn. May cause loss of eyesight. |
| Sensitivity | Strong sensitivity was found in guinea pigs. |
| Acute Toxicity ( oral ) | Rat: LD50 670-2,000 mg/kg ( Percutaneous ): Rabbit: LD50 1,000-2,000 mg/kg. ( Inhalation ): Rat: LC50 25ppm / 1hr. 4ppm/6hrs. |
| Subacute Toxicity | Hyperplasia of nasal mucous membrane occurred after inhalation of 25 ppb or more for 91 days. |
| Mutagenicity Chromosomal berration Test | CHO cells:negative
Ames test ( Induced Mutation Frequency Test ) S 9mix(+) Salmonella: TA98, TA100: Positive S 9mix(+) Salmonella: TA1535, TA1537: Negative S 9mix(-) Salmonella: TA98, TA100, TA1535, TA1537: Negative |
| Ecological Information | |
|---|---|
| Environmental Toxicity | Minnow: LC50 162 mg/ l /96 hrs. Water flea: LC50 5mg/ l /48 hrs. |
| Transportation information | |
|---|---|
| UN hazard class and No. | Class 6.1 ( toxic material ) U.N.No.: 2206 |
| Containers | For a shipment of 20 kgs: Chemidrum. For a shipment of 200 kgs: Chemdrum |
HANDLING AND STORAGE
Receive and read Resonac's Safety Date Sheet, and understand its information.
Handling
Storage
- Avoid contact with water, heat, strong base and active-hydrogen-containing compounds(alcohol, amine).
- Karenz MOI reacts with moisture and generates insoluble urea and carbon dioxide gas. Urea can cause clogging of pipes and valves.
- Store in a cool and dark place.
- Observe the laws and regulations with regard to fire fighting and toxic/hazardous materials.
Package
Chemical drum：1kg、20kg
※The information contained herein is based upon data considered true and accurate.However, Resonac Corporation accepts no responsibility or risk which may result from the handling and use of products or for infringement of any patent.