9-Anthraceneboronic acid

Bezeichnung:9-Anthraceneboronic acid

CAS-Nr100622-34-2

Englisch Name:9-Anthraceneboronic acid

CBNumberCB5142419

SummenformelC14H11BO2

Molgewicht222.05

MOL-Datei100622-34-2.mol

9-Anthraceneboronic acid physikalisch-chemischer Eigenschaften

Schmelzpunkt	203-250 °C
Siedepunkt	479.5±28.0 °C(Predicted)
Dichte	1.26±0.1 g/cm3(Predicted)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit	soluble in Methanol
Aggregatzustand	Crystalline Solid
pka	8.53±0.30(Predicted)
Farbe	White to tan
BRN	3301031
InChI	InChI=1S/C14H11BO2/c16-15(17)14-6-5-12-7-10-3-1-2-4-11(10)8-13(12)9-14/h1-9,16-17H
InChIKey	VHHDLIWHHXBLBK-UHFFFAOYSA-N
SMILES	C1=C2C(C=C3C(=C2)C=CC=C3)=CC=C1B(O)O
CAS Datenbank	100622-34-2(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	T
R-Sätze:	36/37/38-25
S-Sätze:	26-36-45
RIDADR	UN 2811 6.1/PG 3
WGK Germany	3
TSCA	No
HazardClass	IRRITANT
HazardClass	6.1
PackingGroup	Ⅲ
HS Code	29319090

Gefahreninformationscode (GHS)

9-Anthraceneboronic acid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R25:Giftig beim Verschlucken.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
Beschreibung
9-Anthraceneboronic acid is a boronic acid compound mainly used as an organic synthesis and reaction reagent. The addition of 9-Anthraceneboronic acid introduces a borate ester bond and an anthracene functional group into ordinary polyvinyl alcohol, which can be used to prepare the composite material poly(vinyl alcohol) anthraceneboronic acid (PVA-ABA), which is suitable for sustainable engineering applications due to its high mechanical strength and toughness, good water resistance, chemical durability, and ease of recycling. It can also be used to prepare stimuli-responsive polymeric materials and highly efficient luminescent materials.
Chemische Eigenschaften
Tan solid
Verwenden
suzuki reaction
Synthese
9-bromoanthracence (10.0 g, 38.9 mmol) was dissolved in an anhydrous THF solution (500 mL) and stirred at ?78C. Then, 1.6 M n-BuLi (29.3 mL,46.7 mmol) was added. Triethyl borate (9.3 mL, 54.5 mmol) was added to the reaction after 30 min. After the reaction, the solution was acidified with 2 N HCl solution at room temperature and extracted with ethyl acetate and water. The organic layer was dried with anhydrous MgSO4 and filtered. The solution was evaporated. The residue was dissolved in hexane and added to ethyl acetate. The precipitate was filtered and washed with hexane to obtain a beige compound 9-Anthraceneboronic acid (7.70 g, 89 percent).
läuterung methode
Crystallise the boronic acid from dilute HCl (m 180-184o). The disodium salt has m 209-213o. [Beilstein 16 IV 1679.]
Advantages
As a monomer containing boric acid and anthracene functional groups, 9-anthraceneboronic acid can not only embed anthracene into the PVA chain to endow PVA with hydrophobic properties but also induce the crosslinking of anthracene under ultraviolet light to make the film have good chemical stability, and the dynamic borate ester bonds can construct a covalent network to make the film recyclable[1].
Einzelnachweise
[1] Qizhou Sang and Zixing Shi*. “Waterproof, Chemically Durable, and Closed-Loop Recyclable Poly(vinyl alcohol) Plastic Enabled by Dynamic Covalent Modification.” ACS Applied Polymer Materials 5 11 (2023): 9403–9412.
[2] Zhiyong Liu. “Integrating Boronic Esters and Anthracene into Covalent Adaptable Networks toward Stimuli-Responsive Elastomers.” Polymers (2022).

9-Anthraceneboronic acid Upstream-Materialien And Downstream Produkte

9-Anthraceneboronic acid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

100622-34-2, 9-Anthraceneboronic acid Verwandte Suche:

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