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Merck

912735

Sigma-Aldrich

Maleic acid

electronic grade, ≥99.97% trace metals basis, water <=350 ppm

Sinónimos:

(2Z)-2-Butenedioic acid, (2Z)-But-2-enedioic acid, Maleinic acid, cis-Butenedioic acid, Toxilic acid

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About This Item

Fórmula lineal:
HO2CCH=CHCO2H
Número de CAS:
Peso molecular:
116.07
Beilstein:
605762
Número MDL:
Código UNSPSC:
12352106
NACRES:
NA.23

grado

electronic grade

Nivel de calidad

Análisis

≥99.97% trace metals basis

formulario

powder

color

white to off-white

mp

130-135 °C (lit.)

densidad

1.59 g/mL at 25 °C (lit.)

cadena SMILES

OC(=O)\C=C/C(O)=O

InChI

1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1-

Clave InChI

VZCYOOQTPOCHFL-UPHRSURJSA-N

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Descripción general

Maleic acid is the cis-isomer of butenedioic acid, an unsaturated organic dibasic acid. Maleic acid shows reactions typical of both olefins and carboxylic acids. Commercially important reactions of the acid groups include esterification with glycols to polyesters and dehydration to the anhydride. The double bond is involved in conversions to fumaric acid, to sulfosuccinic acid, and to Malathion.

Aplicación

Maleic acid has been adopted as a high performance organic anode material for lithium ion batteries. In one study, it showed an ultrahigh reversible capacity of ca. 1500 mAhg–1 at 46.2 mAg–1 current density, and a relatively high capacity of 570.8 mAhg–1 at current density of 46.2 Ag–1. When cycled at high current density of 2.31 Ag–1, a capacity retention of 98.1% was obtained after 500 cycles.
Maleic acid has been used in constructing polymeric solid electrolytes for battery and fuel cell. In one study, it was showen that maleic acid based polymer blend helps increasing the ionic conductivity of PEO basd polymer solid electrolytes by suppressing its crystallization.
Maleic acid has also been used to make superswelling acrylamide (AAm)/maleic acid (MA) hydrogels by free radical polymerization in aqueous solution of AAm with MA as comonomer with some multifunctional crosslinkers such as trimethylolpropane triacrylate and 1,4-butanediol dimethacrylate. When the uptake of cationic dye was studied, it was shown that the binding ratio of hydrogel/dye systems was gradually increased with the increase of MA content in the AAm/MA hydrogels.

Pictogramas

CorrosionExclamation mark

Palabra de señalización

Danger

Clasificaciones de peligro

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1 - Skin Sens. 1 - STOT SE 3

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

8A - Combustible corrosive hazardous materials

Clase de riesgo para el agua (WGK)

WGK 1


Certificados de análisis (COA)

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Ultrahigh-Capacity Organic Anode with High-Rate Capability and Long Cycle Life for Lithium-Ion Batteries
Wang Y, et al.
ACS Energy Letters, 2(9), 2140-2148 (2017)
A polymeric solid electrolyte based on a binary blend of poly(ethylene oxide), poly(methyl vinyl ether-maleic acid) and LiClO4
Rocco A M, et al.
Polymer, 43(13), 3601-3609 (2002)
Swelling equilibria and dye adsorption studies of chemically crosslinked superabsorbent acrylamide/maleic acid hydrogels
Karadag E, et al.
European Polymer Journal, 38(11), 2133-2141 (2002)

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