ISOBORNYL ACRYLATE

Isobornyl Acrylate = Exo-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl acrylate

CAS Number: 5888-33-5
EC Number : 227-561-6
PubChem CID :    639970
Molecular Formula :  C13H20O2
Molecular Weight  :  208.30

Isobornyl acrylate can be used to prepare block copolymers with n-butyl acrylate by atom transfer radical polymerization (ATRP). 
Isobornyl acrylate is a photo-polymerizable monomer that is employed in micro-fluidic devices because of desirable properties, such as inertness, transparency, and resolution.
Isobornyl acrylate  can be used to prepare block copolymers with n-butyl acrylate by atom transfer radical polymerization (ATRP).
Isobornyl acrylate  moderately toxic by ingestion. 
Low toxicity by skin contact. 
A moderate skin and mild eye irritant.

Isobornyl acrylate is a mono-functional reactive diluent that polymerizes when exposed to sources of free radicals. 
The bicyclic structure of Isobornyl acrylate produces polymers of increased Tg, while its mono-functionality minimizes cross-linking to provide coatings and inks with good hardness, resiliency, flexibility and impact resistance.  
Isobornyl acrylate is recommended for coatings requiring flexibility, hardness & thermal resistance, maintaining high elongation in urethane acrylates, and screen inks and coating requiring increased adhesion to polyolefins.

Characteristics of Isobornyl Acrylate
Isobornyl acrylate is one of the monomer with high Tg in the reasonable mono-acrylate.
For high solid paint due to hindrance hydrogen bonding by its bulky pendant group.
Isobornyl acrylate is used for adhesives although it's Tg is very high.
Isobornyl acrylate is also used for UV diluent and inks because of its high compatibility and low irritiation.

Application of Isobornyl Acrylate
Acryl polyol - low viscosity and low VOC paintings
Painting resins - Hardness from high Tg
PSA, UV adhesives
UV diluent, UV inks - High compatibility

Isobornyl acrylate can be used to prepare block copolymers with n-butyl acrylate by atom transfer radical polymerization (ATRP).
Isobornyl acrylate is a monofunctional monomer used as a radiation-curable reactive diluent in the chemical industry. 
Isobornyl acrylate can be found in the following products: In adhesives and sealants, agricultural products (non-pesticidal), Ink-, toner-, and colorant products, Paints and coatings, plastic- and rubber products not covered elsewhere.

The present invention relates to a kind of preparation method of isobornyl acrylate class thing, be specifically related to that a kind of UV is coating material solidified, sizing agent and printing ink is with the preparation method of isobornyl acrylate or isobornyl methacrylate.
Isobornyl acrylate (IBOA) is a chemical compound from the group of acrylic acid esters .

The ester can be prepared from (-) - isoborneol , (+) - isoborneol or (±) -isoborneol and acrylic acid . 
A two-step one-pot process starts with isobornyl acetate of indeterminate stereochemistry, which is first hydrolyzed to isoborneol of equally indeterminate stereochemistry. 
In the second step, a transesterification with methyl acrylate (methyl acrylate) takes place to give the target compound.

Isobornyl acrylate is a colorless liquid that is insoluble in water. 
Polymerization of isobornyl acrylate can occur under the influence of heat or light or on contact with a polymerization initiator.
Isobornyl acrylate is a monofunctional monomer and is used as a radiation- curable reactive diluent in the chemical industry.
Oral ingestion of isobornyl acrylate caused tremors, dyspnoea and changes in skin and hair in rats . 
The LD 50 in rats was 4.890 mg / kg (oral) and in rabbits over 5 g / kg (dermal).

Use and Manufacturing of Isobornyl Acrylate
Industry Uses
-Adhesives and sealant chemicals
-Intermediates
-Paint additives and coating additives not described by other categories
-Photosensitive chemicals
-Pigments
-Solvents (which become part of product formulation or mixture)

Consumer Uses
-Adhesives and sealants
-Agricultural products (non-pesticidal)
-Ink, toner, and colorant products
-Paints and coatings
-Plastic and rubber products not covered elsewhere

General Manufacturing Information of Isobornyl Acrylate
Industry Processing Sectors
-Adhesive manufacturing
-All other basic organic chemical manufacturing
-Computer and electronic product manufacturing
-Paint and coating manufacturing
-Plastic material and resin manufacturing
-Printing and related support activities
-Printing ink manufacturing
-Synthetic dye and pigment manufacturing

Isobornyl acrylate (IBOA) by allnex is a low viscosity, monofunctional, UV/ EB energy curable reactive diluent. 
Isobornyl acrylate polymerizes when exposed to sources of free radicals. 
Isobornyl acrylates bicyclic structure gives rise to polymers of increased glass transition temperature, while its monofunctionality minimizes crosslinking. 
Provides good hardness and resiliency combined with flexibility and impact resistance. 

Isobornyl acrylate is characterized by a wide range of compatibility with oligomers and low color. 
Offers thermal resistance, low shrinkage and improved water resistance. 
Isobornyl acrylate maintains high elongation in urethane acrylates. 
IBOA is used in screen inks and coating applications.

IBOA (ISOBORNYL ACRYLATE) is a monofunctional reactive diluent that polymerizes when exposed to sources of free radicals. 
The bicyclic structure of IBOA gives rise to polymers of increased Tg, while its monofunctionality minimizes crosslinking to provide coatings and inks with good hardness and resiliency combined with flexibility and impact resistance. 
It is recommended for: coatings requiring flexibility with hardness & thermal resistance, maintaining high elongation in urethane acrylates, and screen inks and coating requiring increased adhesion to polyolefins.

Precautionary Statements of Isobornyl Acrylate
Prevention
Wash face, hands and any exposed skin thoroughly after handling
Wear protective gloves/protective clothing/eye protection/face protection
Avoid breathing dust/fume/gas/mist/vapors/spray
Use only outdoors or in a well-ventilated area

Inhalation
IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Call a POISON CENTER or doctor/physician if you feel unwell.

Skin
IF ON SKIN: Wash with plenty of soap and water.
If skin irritation occurs: Get medical advice/attention.
Take off contaminated clothing and wash before reuse.

Eyes
IF IN EYES: Rinse cautiously with water for several minutes.
Remove contact lenses, if present and easy to do. 
Continue rinsing If eye irritation persists: Get medical advice/attention.

Storage
Store in a well-ventilated place. 
Keep container tightly closed.
Store locked up.

Disposal
Dispose of contents/container to an approved waste disposal plant.

(IBOA) is a very low viscosity monofunctional acrylated monomer which can be polymerized in the presence of free radicals. 
(IBOA) is typically used in UV and EB curable applications. 
Bio-based Content (ASTM D6866-21) : 72 %.

Substance identity

EC / List no.: 227-561-6
CAS no.: 5888-33-5
Mol. formula: C13H20O2

Hazard classification & labelling of Isobornyl Acrylate
Warning! According to the classification provided by companies to ECHA in REACH registrations this substance is very toxic to aquatic life, is very toxic to aquatic life with long lasting effects, causes serious eye irritation, may cause an allergic skin reaction, causes skin irritation and may cause respiratory irritation.

About Isobornyl Acrylate
Isobornyl Acrylate is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 1 000 to < 10 000 tonnes per annum.
Isobornyl Acrylate is used in articles, by professional workers (widespread uses), in formulation or re-packing, at industrial sites and in manufacturing.

Consumer Uses of Isobornyl Acrylate
ECHA has no public registered data indicating whether or in which chemical products the substance might be used. 
ECHA has no public registered data on the routes by which this substance is most likely to be released to the environment.

Article service life of Isobornyl Acrylate
Other release to the environment of Isobornyl Acrylate is likely to occur from: indoor use in long-life materials with low release rate (e.g. flooring, furniture, toys, construction materials, curtains, foot-wear, leather products, paper and cardboard products, electronic equipment).
Isobornyl Acrylate can be found in products with material based on: plastic (e.g. food packaging and storage, toys, mobile phones), fabrics, textiles and apparel (e.g. clothing, mattress, curtains or carpets, textile toys) and paper (e.g. tissues, feminine hygiene products, nappies, books, magazines, wallpaper).

Widespread uses by professional workers of Isobornyl Acrylate
Isobornyl Acrylate is used in the following products: inks and toners, polymers, coating products, non-metal-surface treatment products, paper chemicals and dyes and washing & cleaning products.
Isobornyl Acrylate is used in the following areas: printing and recorded media reproduction.
Isobornyl Acrylate is used for the manufacture of: plastic products, rubber products and .
Other release to the environment of Isobornyl Acrylate is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners) and outdoor use resulting in inclusion into or onto a materials (e.g. binding agent in paints and coatings or adhesives).

Formulation or re-packing of Isobornyl Acrylate
Isobornyl Acrylate is used in the following products: non-metal-surface treatment products, inks and toners, paper chemicals and dyes, polymers and washing & cleaning products.
Release to the environment of Isobornyl Acrylate can occur from industrial use: formulation of mixtures.

Uses at industrial sites of Isobornyl Acrylate
Isobornyl Acrylate is used in the following products: inks and toners, non-metal-surface treatment products, paper chemicals and dyes, polymers and washing & cleaning products.
Isobornyl Acrylate is used in the following areas: printing and recorded media reproduction.
Isobornyl Acrylate is used for the manufacture of: plastic products, rubber products and .
Release to the environment of Isobornyl Acrylate can occur from industrial use: for thermoplastic manufacture, in the production of articles, as processing aid, of substances in closed systems with minimal release and as an intermediate step in further manufacturing of another substance (use of intermediates).

Manufacture of Isobornyl Acrylate
Release to the environment of Isobornyl Acrylate can occur from industrial use: manufacturing of the substance.

Synonyms:
2-Propenoic acid, (1R,2R,4R)-1,7,7-trimethylbicyclo(2.2.1)hept-2-yl ester, rel-
2-Propenoic acid, 1,7,7-trimethylbicyclo(2.2.1)hept-2-yl ester, exo-
Acrylic acid, isobornyl ester
Al-co-cure IBA
Ebecryl IBOA
exo-1,7,7-Trimethylbicyclo(2.2.1)hept-2-yl acrylate
Exo-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl acrylate
exo-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl acrylate
Exo-1,7,7-trimethylbicyclo[[]2.2.1]hept-2-yl acrylate
IBOA
Isobornyl acrylate
Light Acrylate IB-XA
QM 589
Sartomer 506
SR 506
2-Propenoic acid, (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl ester, rel-
(1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl prop-2-enoate
1,7,7-trimethylbicyclo[2.2.1]hept-2-yl acrylate
2-hydroxyethyl methacrylate
2-Propenoic acid, (1R,2R,4R)-1,7,7-trimethylbicyclo[ 2.2.1]hept-2-yl ester, rel-
2-Propenoic acid, (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl ester
2-Propenoic acid, (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl ester, rel-
[(1S, 2S, 4S)-1,7,7-trimethyl-6-bicyclo[2.2.1]heptanyl] prop-2-enoate
[(1S,4S)-1,7,7-trimethyl-6-bicyclo[2.2.1]heptanyl] prop-2-enoate
[(1S,4S)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] prop-2-enoate
[1S,4S)-4,7,7-trimethyl-3-bicyclo[2.2.2]heptanyl] prop-2-enoate
AISOBOR IBOA
Exo-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl acrylate
exo-1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl acrylate
exo-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl acrylate
Exo-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl acrylate
exo-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl acrylate
exo-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl prop-2-enoate
IBOA
IBOA Isobornyl Acrylate
Isobomylacrylate
ISOBORNYL ACRYLATE
IsoBornyl acrylate
Isobornyl Acrylate
Isobornyl acrylate
Isobornyl Acrylate
Isobornyl acrylate
Isobornyl Acrylate (stabilized with MEHQ)
Isobornylacrylate
Isobornylacrylate
o-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl acrylate
PROP-2-ENOICACID [(1R,2R)-1,7,7-TRIMETHYL-2-NORBONANYL]ESTER
IBOA
IBXA
Isobornyl acrylate
isobornyl acrylate
Isobornyl Acrylate (IBOA)
Isobornylacrylat
111821-21-7
111821-21-7
1202805-17-1
1202805-17-1
1254182-70-1
1254182-70-1
1467078-73-4
1467078-73-4
214686-31-4
214686-31-4
5888-33-5
918779-70-1
918779-70-1
SR 506 (acrylate)
Isobornyl acrylate
5888-33-5
Ebecryl IBOA
Al-co-cure IBA
Sartomer 506
(1R,2R,4R)-rel-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-yl acrylate
Acrylic acid, isobornyl ester
Light Acrylate IB-XA
SR 506 (acrylate)
2-Propenoic acid, (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl ester, rel-
EINECS 227-561-6
Isobornyl acrylate (stabilized with MEHQ)
2-Propenoic acid, (1R,2R,4R)-1,7,7-trimethylbicyclo(2.2.1)hept-2-yl ester, rel-
QM 589
SR 506
EC 227-561-6
DSSTox_CID_30821
DSSTox_GSID_52250
(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl acrylate
SCHEMBL2489532
2-Propenoic acid, 1,7,7-trimethylbicyclo(2.2.1)hept-2-yl ester, exo-
ZINC4975273
Tox21_303930
MFCD00080424
AKOS022186677
DS-7769
NCGC00357170-01
AK144142
CAS-5888-33-5
CS-0158050
UNII-IX0PRH184P component PSGCQDPCAWOCSH-BREBYQMCSA-N
(1R,4alpha)-2alpha-[[(Ethenyl)carbonyl]oxy]-1beta,7,7-trimethylbicyclo[2.2.1]heptane