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Purity: ≥98%
2-(4-Benzoyl-3-hydroxyphenoxy)ethyl acrylate, also know as 2-
Targets |
UV-absorbing; free radical scavenger; free-radical-catching
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ln Vitro |
A novel UV-absorbing and free-radical-catching fluorine–silicone acrylic resin with 2-(4-benzoyl-3-hydroxyphenoxy) ethyl acrylate (BHEA), 2,2,6,6-tetramethyl-4-piperidyl methacrylate (TMPM), dodecafluoroheptyl methacrylate (DFMA) and 3-methacryloxypropyltrimethoxysilane (MPS) as functional monomers was successfully synthesized by solution copolymerization. Based on various investigations, our characterization results for the resin and its coating indicated that the resin exhibits high UV-absorbing and free-radical-catching performances, and the hydrophobicity of the varnish coating was promoted by the actions of fluorine and silicone. In addition, the weatherability improved because of the enduring triple protection of the UV absorbent (BHEA), free-radical-catching agent (TMPM), fluorine (DFMA) and silicone (MPS). After a 1000-h aging test, the color difference (∆E) and rate of loss of gloss (∆G) of varnish coatings were 2.96% and 62%, respectively, and the impact strength and flexibility of color paint coatings were 420 N cm and 2 mm, respectively. Moreover, the chemically bonded free-radical-catching agent (TMPM) showed a more enduring performance for producing nitroxides than the simple blend [1].
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References |
[1]. A fluorine–silicone acrylic resin modified with UV-absorbing monomers and a free radical scavenger Published: 03 May 2018 Volume 15, pages 809–817, (2018). https://link.springer.com/article/10.1007/s11998-018-0078-z
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Additional Infomation |
A UV-absorbing and free-radical-catching fluorine–silicone acrylic resin was synthesized by solution copolymerization. The modifying monomers, including TMPM, BHEA, DFMA, and MPS, were effectively incorporated into the main chain of the resin. This resin exhibited a high UV-absorbing performance as well as the production of piperidyl-nitroxyl radicals, and the coatings had low surface energies and perfect UV resistance. The CA of deionized water was above 100°, which showed obvious hydrophobic properties. The change rates of the ∆E and ∆G values of the varnish coating clearly decreased with the aging time. The final values of ∆E and ∆G were 2.96% and 62%, respectively, and the values benefited from the enduring protection from BHEA, TMPM, DFMA, and MPS. After the 1000-h aging test, the colored paint coatings retained good mechanical properties with an impact strength and flexibility of 420 N cm and 2 mm, respectively. Moreover, the chemically bonded hindered amine light stabilizer (TMPM) in the acrylic resin showed more enduring effects on restraining photooxidation than the physically blended mixture. This novel kind of super UV-resistant acrylic resin with a low surface energy is expected to have applications for long lifetime protection coatings.
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Molecular Formula |
C18H16O5
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Molecular Weight |
312.31664
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Exact Mass |
312.099
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CAS # |
16432-81-8
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Related CAS # |
29963-76-6
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PubChem CID |
85416
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Appearance |
Typically exists as solid at room temperature
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Density |
1.2±0.1 g/cm3
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Boiling Point |
480.5±40.0 °C at 760 mmHg
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Melting Point |
77-80ºC
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Flash Point |
173.7±20.8 °C
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Vapour Pressure |
0.0±1.3 mmHg at 25°C
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Index of Refraction |
1.579
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LogP |
4.22
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Hydrogen Bond Donor Count |
1
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Hydrogen Bond Acceptor Count |
5
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Rotatable Bond Count |
8
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Heavy Atom Count |
23
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Complexity |
414
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Defined Atom Stereocenter Count |
0
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SMILES |
C=CC(OCCOC1=CC=C(C(C2=CC=CC=C2)=O)C(O)=C1)=O
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InChi Key |
NMMXJQKTXREVGN-UHFFFAOYSA-N
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InChi Code |
InChI=1S/C18H16O5/c1-2-17(20)23-11-10-22-14-8-9-15(16(19)12-14)18(21)13-6-4-3-5-7-13/h2-9,12,19H,1,10-11H2
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Chemical Name |
2-(4-benzoyl-3-hydroxyphenoxy)ethyl prop-2-enoate
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Synonyms |
2-(4-Benzoyl-3-hydroxyphenoxy)ethyl acrylate; 16432-81-8; 2-(4-benzoyl-3-hydroxyphenoxy)ethyl prop-2-enoate; Cyasorb UV 2098; 2-Propenoic acid, 2-(4-benzoyl-3-hydroxyphenoxy)ethyl ester; EINECS 240-488-4; CYASORB UV-2098; DTXSID8066058;
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HS Tariff Code |
2934.99.9001
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Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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Solubility (In Vitro) |
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400  (Please use freshly prepared in vivo formulations for optimal results.) |
Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
1 mM | 3.2018 mL | 16.0092 mL | 32.0184 mL | |
5 mM | 0.6404 mL | 3.2018 mL | 6.4037 mL | |
10 mM | 0.3202 mL | 1.6009 mL | 3.2018 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration: mg/mL;
Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.