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TBAEMA (2- TERT.-BUTYLAMINOETHYL METHACRYLATE)

CAS Number: 3775-90-4
Molecular Weight: 185.26
EC Number: 223-228-4
MDL number: MFCD00014997
PubChem Substance ID: 24868116
NACRES: NA.23

TBAEMA , an important class of antimicrobial polymers, has demonstrated its great biocidal efficiency, favorable nontoxicity, and versatile applicability. 
To further enhance its antimicrobial efficiency, an optimization of the chemical structure of PTA polymers is performed via atom transfer radical polymerization (ATRP) in terms of the antimicrobial ability against Escherichia coli (E. coli) and Staphylococcus aureus (S. aureus). 
After the optimization, the resulting TBAEMA is blended into a polylactide (PLA) matrix to form PTA/PLA composite thin films. 
TBAEMA  is first found, that the antimicrobial efficiency of PTA/PLA composites was significantly enhanced by controlling the PLA crystallinity and the PLA spherulite size. 
A possible mechanistic route regarding this new finding has been rationally discussed. 
Lastly, the cytotoxicity and mechanical properties of a PTA/PLA composite thin film exhibiting the best biocidal effect are evaluated for assessing its potential as a new material for creating antimicrobial biomedical devices.

Description of TBAEMA 
Liquid 
Colorless to light yellow liquid

Uses of TBAEMA 
Used in coatings, textile chemicals, and ion exchange resins; Used as dispersing agent (non-aqueous systems), antistatic and emulsifying agent, stabilizer for chlorinated polymers, cationic precipitating agent, and monomer for acrylic resins.
A skin and eye irritant; May cause skin sensitization.
May polymerize.
Corrosive to skin and eyes.
A respiratory tract irritant.
May cause skin sensitization.

Usage of TBAEMA 
Used as modifier of macromolecule materials, cross-linking agent for thermosetting coatings, Hertz mixture, lubricant additives and pigments colorants, etc.

Applications of TBAEMA :
TBAEMA  hydrochloride on Newcrom R1 HPLC column
TBAEMA  can be analyzed by this reverse phase (RP) HPLC method with simple conditions. 
The mobile phase contains an acetonitrile (MeCN), water, and phosphoric acid. 
For Mass-Spec (MS) compatible applications the phosphoric acid needs to be replaced with formic acid. 
Smaller 3 µm particles columns available for fast UPLC applications. 
This liquid chromatography method is scalable and can be used for isolation impurities in preparative separation. 
TBAEMA  also suitable for pharmacokinetics.

Principal Use of TBAEMA
2-Tert.-Butylaminoethyl Methacrylate, Used as a monomer in paints. 
Enhances performance properties of various polymers.

Packing of TBAEMA
Plastic drums or stainless steel tank,180kg net weight.

Transportation and Storage of TBAEMA
avoid light preservation.
Avoid shine rain and high temperature in transportation.Store the products in cool, shady and ventilated conditions, keep far away from fire.6 months from date of delivery at a maximum storage temperature of 30℃

Exposure Assessment
Adverse Effects
Skin Sensitizer: Yes
Dermatotoxin: Skin burns

Diseases, Processes, and Activities Linked to This Agent
Diseases
Occupational diseases associated with exposure to this agent:
Contact dermatitis, allergic
Processes
Industrial Processes with risk of exposure:

Painting (Pigments, Binders, and Biocides)
Plastic Composites Manufacturing
Textiles (Fiber & Fabric Manufacturing)

TYPICAL PRODUCT SPECIFICATIONS of TBAEMA 
MOLECULAR WEIGHT: 185.26
INCHI: 1S/C10H19NO2/c1-8(2)9(12)13-7-6-11-10(3,4)5/h11H,1,6-7H2,2-5H3
INCHIKEY: BEWCNXNIQCLWHP-UHFFFAOYSA-N
TBAEMA  uses and applications include: Automotive dip tanks; coating applications; industrialconsumer adhesives; dye and lube oil additives; intermediate for water treatment chemicals; textile chemicals; dispersant; antistat; stabilizer; ion-exchange resins; emulsifier; precipitant; in acrylic plastics for food packaging

CLASS: Water Treatment Chemicals,  Water Treatment 
FUNCTIONS: Resins,  Emulsifier,  Dispersant,  Stabilizer,  Additive 
INDUSTRY: Industrial,  Water Treatment,  Adhesives,  Plastics 


CAS Registry Number: 3775-90-4
Classification: Enoate esters
Formula: C10H19NO2
InChI: InChI=1S/C10H19NO2/c1-8(2)9(12)13-7-6-11-10(3,4)5/h11H,1,6-7H2,2-5H3
InChIKey: BEWCNXNIQCLWHP-UHFFFAOYSA-N
SPLASH: splash10-001l-9100000000-0e3f6b7288aefb54f414
Source of Spectrum: BW-0-0-31
SpectraBase Batch ID: GHLutODxMgF

Chemical & Physical Properties of TBAEMA
Density: 0.914 g/mL at 25 °C(lit.)
Boiling Point: 82 °C10 mm Hg(lit.)
Melting Point: < -70ºC
Molecular Formula: C10H19NO2
Molecular Weight: 185.26300
Flash Point: 160 °F
Exact Mass: 185.14200
PSA: 38.33000
LogP: 1.88470
Index of Refraction: n20/D 1.442(lit.)

Chemical Structure Description of TBAEMA
A chemical structure of a molecule includes the arrangement of atoms and the chemical bonds that hold the atoms together. 
The TBAEMA molecule contains a total of 31 bond(s).
There are 12 non-H bond(s), 2 multiple bond(s), 6 rotatable bond(s), 2 double bond(s), 1 ester(s) (aliphatic) and 1 secondary amine(s) (aliphatic).

Compound number: MolPort-001-792-702
CAS number: 3775-90-4
IUPAC: 2-(tert-butylamino)ethyl 2-methylprop-2-enoate
IUPAC traditional: 2-(tert-butylamino)ethyl 2-methylprop-2-enoate
SMILES: CC(=C)C(=O)OCCNC(C)(C)C
InChI key: BEWCNXNIQCLWHP-UHFFFAOYSA-N
Molecular formula: C10H19NO2
Molecular weight: 185.267

PROPERTIES OF TBAEMA
Purity: Min. 98.0 (GC)
Size: 500ML
Unit: EA
Molecular Formula/Molecular Weight: C10H19NO2=185.27
CAS No: 3775-90-4
Physical State: Liquid
Color: Colorless
Melting Point: n/a
Condition to Avoid: n/a
Refractive Index: 1.44
Specific Gravity: 0.92
MDL No: MFCD00014997
SDBS: n/a
MINUM: n/a
PUBCSUB: n/a
UNSPSC: 12352100
UN No: n/a
Hazard Class: n/a
DOT Name: n/a
Pkg Grp: n/a
TSCA: Yes

Use and Manufacturing
Polymerization
METHYL METHACRYLATE, AND IN GENERAL THE METHACRYLIC ESTERS, POLYMERIZE MUCH LESS READILY THAN THE CORRESPONDING ORDINARY ACRYLATES. NONE THE LESS, THEY ARE STABILIZED BY ADDING HYDROQUINONE OR PYROGALLOL, PARTICULARLY IN THE PRESENCE OF METALLIC COPPER. /METHACRYLATES/
Safety and Handling
Symbol: GHS07: Hazard Codes: Xi
Signal Word: Warning
Risk Statements: R36/38

CAS No.3775-90-4
Chemical Name: 2-(TERT-BUTYLAMINO)ETHYL METHACRYLATE
Molecular Formula:C10H19NO2
Formula Weight: 185.26
MOL File: 3775-90-4.mol

Properties of TBAEMA
Melting point: 100~105℃/12 mm
Boiling point: 82 °C10 mm Hg(lit.)
Density: 0.914 g/mL at 25 °C(lit.)
Refractive index: n20/D 1.442(lit.)
Flash point: 160 °F

Specifications of TBAEMA
Appearance: Colorless Transparent Liquid
Purity (%): ≧99
Acid Value(In Methacrylic Acid): ≤0.5%
Color: ≤50 (Pt-Co)
Category: Polymer/Macromolecule
Molecular FormulaH2C=C(CH3)CO2CH2C6H5
Molecular Weight: 176.2
Boiling Point: 231-233ºC
Flash Point: 224°F
Density: 1.04 (20°C)
Hazard Statements: Irritant
Viscosity: 4.4cp (20°C)
Alpha Sort: Benzyl methacrylate
Refractive Index: n20/D 1.512
Inhibitor: 50 ppm MEHQ

Density: 0.9±0.1 g/cm3
Boiling Point: 223.3±23.0 °C at 760 mmHg
Vapour Pressure: 0.1±0.4 mmHg at 25°C
Enthalpy of Vaporization: 46.0±3.0 kJ/mol
Flash Point: 88.9±22.6 °C
Index of Refraction: 1.442
Molar Refractivity: 53.2±0.3 cm3
#H bond acceptors: 3
#H bond donors:    1
#Freely Rotating Bonds:    5
#Rule of 5 Violations:    0
ACD/LogP: 2.41
ACD/LogD (pH 5.5): 1.72
ACD/BCF (pH 5.5): 8.93
ACD/KOC (pH 5.5): 119.33
ACD/LogD (pH 7.4): 2.21
ACD/BCF (pH 7.4): 28.24
ACD/KOC (pH 7.4): 377.29
Polar Surface Area: 38 Å2
Polarizability:    21.1±0.5 10-24cm3
Surface Tension: 27.4±3.0 dyne/cm
Molar Volume: 201.2±3.0 cm3

Basic Attributes
Molecular Weight:185.267
Exact Mass:185.26
EC Number: 223-228-4
UNII: 5ZN7006T63
UN Number: 1760
DSSTox Substance ID: DTXSID6044931
Color/Form: LIQUID
Characteristics PSA: 38.3
XLogP3: 1.88470
Appearance: Liquid
Density: 0.914 g/cm3 @ Temp: 25 °C
Melting Point: <-70 °C
Boiling Point: 100-105 °C @ Press: 12 Torr
Flash Point: 11 deg C (Cleveland open cup)
Refractive Index: n20/D 1.442(lit.)
Water Solubility: 1.8 g/100 ml water at 25 deg C

Storage Conditions of TBAEMA:
The methacrylate monomers should not be stored for longer than one year. 
Shorter storage times are recommended for the aminomethacrylates, ie, three months, and the polyfunctional methacrylates, ie, six months. 
Many of these cmpd are sensitive to UV light and should, therefore, be stored in the dark. 
The methacrylic esters may be stored in mild steel, stainless steel, or aluminum. 

Dissociation Constants:pKb= 4.6
Experimental Properties:WT: 7.61 LB/GAL
Safety Information Packing level: II
Hazard category: 8
Transport codes: 1760
wgk germany: 1
hazard class code: R36/38
safety instructions: S26
RTECS Number: OZ3500000
Marks: Xi: Irritant;
Precautionary statement(s): P280-P305 + P351 + P338
Hazard Statements: H315-H317-H319
Fire Hazards: Corrosives, Flammable - 2nd degree, Reactive - 2nd degree

GHS Classification:
H315: Causes skin irritation: P261, P264, P272, P280, P302+P352, P305+P351+P338, P321, P332+P313, P333+P313, P337+P313, P362, P363, and P501
H302 (25%): Harmful if swallowed Warning Acute toxicity, oral
P261, P264, P270, P272, P280, P301+P312, P302+P352, P305+P351+P338, P321, P330, P332+P313, P333+P313, P337+P313, P362, P363, and P501
Aggregated GHS information provided by 392 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Fire Potential: Combustible
Fire Fighting Procedures:
Alcohol foam, water spray or mist, dry chemical.

Preventive Measures:
Hazard is the generation of considerable exothermic heat in some of the reactions, so that high pressures & temp may develop. 
This danger should be borne in mind when designing plant. 
Awareness of the dangers and of good engineering design are essential to safety. 
Employees should be instructed about the necessity of cleansing the skin if it is contaminated by materials which are irritants or skin-absorbed. 
With careful design, however, and complete enclosure of those processes where toxic chemicals or intermediates occur, dangerous exposures can be avoided.
SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. 
Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. 
Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. 
However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. 
In those specific cases, contact lenses should not be worn. 
In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Irritations:
TBAEMA produce slight to moderate skin and eye irritation  depending upon volatility, these materials also may be sensory irritants. 

Computed Properties of TBAEMA
Molecular Weight: 257.33    
Hydrogen Bond Donor Count: 2    
Hydrogen Bond Acceptor Count: 5    
Rotatable Bond Count: 7    
Exact Mass: 257.16270821    
Monoisotopic Mass: 257.16270821    
Topological Polar Surface Area: 75.6 Ų
Heavy Atom Count: 18    
Formal Charge: 0    
Complexity: 248    
Isotope Atom Count: 0    
Defined Atom Stereocenter Count: 0    
Undefined Atom Stereocenter Count: 0    
Defined Bond Stereocenter Count: 0    
Undefined Bond Stereocenter Count: 0    
Covalently-Bonded Unit Count: 2    
Compound Is Canonicalized: Yes    

Information of TBAEMA
CAS : 3775-90-4
Formula : C10H19NO2
mol : 185.27
Boiling point: 105°C
Melting point : °C
Density : 0.92
P&H codes : H315,H317,H319P261,P264,P280,P333+P313,P337+P313,P362+P364GHS07
Causes skin irritation. 
May cause an allergic skin reaction. Causes serious eye irritation.
WGK 1: slightly water endangering
ADR: not subjected to ADR

Cas Number: 3775-90-4
Chemical Name: 2-tert-butylaminoethyl methacrylate
Hazard Category    Eye irritation : category 2
Skin irritation: category 2
Skin sensitisation: category 1
Hazard Statement: H319 (Causes serious eye irritation)
H315 (Causes skin irritation)
H317 (May cause an allergic skin reaction)

Quick Details of TBAEMA
CAS No.: 3775-90-4
Other Names: TBAEMA
MF: C10H19NO2
EINECS No.: 223-228-4
Grade Standard: Industrial Grade
Purity: 99.0%
Appearance: Clear, colorless liquid, Clear, colorless liquid
Application: Emulsifier,stabilizer,resin
Model Number: CB-TBAEMA
Product name: tert-Butylaminoethyl Methacrylate
Density: 0.914 g/mL at 25 °C(lit.)
Flash point: 160 °F
Boiling point: 82 °C10 mm Hg(lit.)
Assay: 99.0 % min
Color (Pt-Co): 50 max
Moisture: 0.05 % max
Acidity (as Methacrylic Acid):
0.02 % max
MEHQ: 850 -1350 ppm

product Name: tertiary-Butylaminoethyl methacrylate
Molecular Formula: C10H19NO2
Molecular Weight: 185.2634
InChI: InChI=1/C10H19NO2/c1-7(2)9(12)13-8(3)11-10(4,5)6/h8,11H,1H2,2-6H3
CAS Registry Number;: 3775-90-4
EINECS: 223-228-4
Molecular Structure: 3775-90-4 tertiary-Butylaminoethyl methacrylate
Density: 0.921g/cm3
Boiling point: 223.32°C at 760 mmHg
Refractive index: 1.442
Flash point: 88.861°C
Vapour Pressur: 0.097mmHg at 25°C

Synonyms
β-Carboxyethyl acrylate
3-(Acryloyloxy)propionic acid
β-(Acryloyloxy)propionic acid 
Acrylic acid dimer
3-Acryloyloxypropanoic acid 
Acrylic acid 2-carboxyethyl ester
2-Propenoic acid
2-methyl-,2-[(1,1-dimethylethyl)amino]ethyl ester;Methacrylic acid,2-(tert-butylamino)ethyl ester
Ethanol,2-(tert-butylamino)-,methacrylate (ester);tert-Butylaminoethyl methacrylate
2-(tert-Butylamino)ethyl methacrylate
N-tert-Butylaminoethyl methacrylate
Ageflex FM 4
Mhoromer BM 615;t-Butylaminoethyl methacrylate
2-(N-tert-Butylamino)ethyl methacrylate
2-(tert-Butylamino)ethyl methacrylate methacrylate
2-(tert-Butylamino)ethyl 2-methylprop-2-enoate
115567-56-1
160928-64-3
70788-45-3
DTXSID60991061
2-Propenoic acid
2-methyl-, 2-[(1,1-dimethylethyl)amino]ethyl ester polymer with 2-propenoic acid
Prop-2-enoic acid--2-(tert-butylamino)ethyl 2-methylprop-2-enoate (1/1)
 

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