UBE Oxetane brochure (EHO OXBP)

UBE INDUSTRIES, LTD.
ETERNACOLL? OXETANE
for Inks, Adhesives and Coatings
UBE INDUSTRIES, LTD. Fine Chemicals Business Unit
Tokyo head office: Seavans North Bldg.,1Bldg.,1-2-1 Shibaura, MinatoMinato-ku, ku, Tokyo 105105-8449 Phone:+81(3)5419Phone:+81(3)5419-6175 Facsimile:+81(3)5419Facsimile:+81(3)5419-6255 e-mail:ubemail:ube-fine@ubefine@ube-ind.co.jp UBE Industries(America), Industries(America), Inc. New York Office: 261 Madison Ave. 28th floor, New York, N. Y. 10016, U.S.A. Phone:+1(212)551Phone:+1(212)551-4700 Facsimile:+1(212)551Facsimile:+1(212)551-4739 e-mail:finechem@https://www.360docs.net/doc/d59198266.html,

OXETANE Resins
New type lower toxic cationic polymerization resins
UBE Industiries, Industiries, LTD. is only manufacturer of dimethyl carbonate (DMC) in Japan, and we have advanced the commercialization of products using DMC. EHO (3(3-ethylethyl-3-hydroxymethylhydroxymethyl-oxetane) is one of DMC derivatives, which is a very useful synthetic intermediate intermediate for a wide variety of chemicals. Oxetane derivatives produced from EHO have ability of ring opening polymerization polymerization and they are expected as resin materials for various applications. applications.
O CH 3 O C OCH 3 OH
+
HO OH
DMC
Me H 2C CCO O OXMA
Et O
Et OH O EHO
Et O O HBOX
OH
Under development
O
Et O O O n O Et
O O O OXIPA Et
Et O
O
OXBP
Properties for Oxetane monomer
Lower toxicity, Lower potential for mutagenesis Less hazard of skin and eye irritation or sensitization, Little or no odor Longer pot life (Heat stable under alkali condition) Easy handling, safety material
Properties for cured resin of Oxetane
Cured by cationic polymerization Lower shrinkage (compared with epoxy resins), Lower water absorption Excellent adhesion and surface smoothness Accelerate curing speed by the combination with epoxy monomer New type reactive monomer with unique properties

OXETANE Resins
New type lower toxic cationic polymerization resins
Products
products structure
O
EHO
OH
O O
OXBP
O
OXMA
O
HBOX
OH O
n
O
O
O
O
CAS CAS No . MITI TOSCA EINECS REACH Ames b.p. m.p. viscoucity specific gravity PII toxicity (oral, rat) flash point
3047-32-3 (5)-6621 Resistered 211 － 254 － 0 Pre-resistered negative 105℃/7mmHg -37℃ 22 . 4 mPa? mPa ? s ( 25 ℃ ） 1.024 （ 20 ℃ ) 0.2
LD 5 0 > 2 00 0 mg/kg
358365-48-7 LVE (10t) LVE (10t) not resistered negative pale yellow liquid － － 250 mPa? mPa ? s ( 50 ℃ ） no data no data
LD 5 0 = 3 0 0 ～ 50 0 mg/ mg / kg
37674-57-0 LVE (10t) LVE (10t) not resistered negative colorless liquid 78℃/2.5mmHg no data 3 mPa? mPa ? s ( 25 ℃ ） 1.010 （ 20 ℃ ) 2.0
LD 5 0 > 20 0 0m g/kg
889867-34-9 LVE (10t) not resistered not resistered negative colorless liquid 122℃/3mmHg no data 29 mPa? mPa ? s ( 25 ℃ ） 1.005 （ 20 ℃ ) no data no data 155℃
h igh e r h ydr oph osbicit y t han EHO, h igh er dime nsio nal st abilit y u nde r h igh hu m idit y c on ditio n, for inks an d pain t s e t c
Appearance colorless liquid
109℃
257℃
h igh h eat r e sist an c e, lowe r wate r absor ptio n, lo we r sh rin kage , adhe sive s fo r e lec t r on ic m at e rials e t c
113℃
hybridcu r ed(radical + cat io n ec ) mo no m er , fo r ph o tr e sist e t c
application
low- visco u s r eac tive dillu e nt s, properties for inks an d and pain ts et c
Ames Test
1500 revertants/mg 1000 500 0 EHO
No mutagenesis
OXBP OXMA HBOX Bis-A Epoxide
This information is not to be taken as a warranty or representation for which we assume legal responsibility. It also does not guarantee that the same results as those described herein will be obtained.

OXETANE Resins
New type lower toxic cationic polymerization resins Examples for Curing methods
１．Thermal Cure with Carboxylic Acid Anhydride
The chemical equivalent of an oxetane ring to a acid anhydride moiety is one. To accelerate the initial reaction, a catalytic amount (~10 mol%) of water or organic compounds with OH group is conveniently employed to generate carboxylic acid. Reaction temperature may range from 170 to 210℃ (0.5 – 1 hr), preferably over 180℃ (1hr) for enough curing.
O O OH O O OH O O O O O OH O OC O O OH HO OC O O O
Initiator with OH group
O OH + O OH OC O OH
O
O
O O
２．Cationic UV cure
A recommended reaction condition of cationic UV cure is as follows: Amount of catalyst: 1 – 5 wt% to oxetanes (+ epoxides). Coating thickness: - 100 μm UV light: mercury arc lamp, xenon arc lamp, tungsten halogen lamp, etc. Power of light: 300 - <1000 mJ / cm2
Photoinitiator UV Light Formation of Acid Catalyst
Acid O
+ O H
O
O H
+ O
O
Polymer
+ O

OXETANE Resins
New type lower toxic cationic polymerization resins Example of cured oxetane resins
Cationic thermal cure of OXBP
Et O Et O
O
O n
Catelyst ⊿
Et
O O
O O Et
m
n
m
○ ○ ○
catalyst： catalyst： 0.01～ 0.01～0.1wt％ 0.1wt％ conditions： conditions：130～ 130～150℃ 150℃ 0.5～ 0.5～3hr cured resin
Properties for OXBP polymer
Test Tg（TMA) CTE（under Tg, TMA) Tensile modulus Elongation at break Tensile strength at break Shrinkage on Curing Specific gravity Water absorption relative permittivity (1GHz) dissipation factor refractive index Unut ℃ ｐｐｍ/K MPa ％ MPa ％ ％ result 120 70-80 600 12％ 35 <4 1.112（25℃） <0.2 （r.t. dipping for a week） 2.5 0.013 1.571
The table shows typical test results and does not guarantee material value.
2010.7.12