Diphenolic acid

Synonym(s):Diphenolic acid

CAS NO.：126-00-1
Empirical Formula: C17H18O4
Molecular Weight: 286.32
MDL number: MFCD00002800
EINECS: 204-763-2
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-20 15:18:15

What is Diphenolic acid?

Chemical properties

Light pink solid

The Uses of Diphenolic acid

Diphenolic acid (DPA) has been identified as a potential replacement for bisphenol A, which is one of the monomers for epoxy resins and polycarbonates. DPA also can Intermediate for surface coatings, lubricating oil additives, cosmetics, surfactants, plasticizers, textile chemicals.

The Uses of Diphenolic acid

Diphenolic Acid is a flux compound. Adhesives for semiconductor devices.

The Uses of Diphenolic acid

Since diphenolic acid is a close structural analog of bisphenol A, diphenolic acid has the potential to displace bisphenol A. A possible endocrine disruptor, bisphenol A is used in polymer applications such as for use in baby bottles, dental resins, and lacquers to coat food cans.

Preparation

Diphenolic acid (DPA) can be made by the condensation reaction of levulinic acid with phenol in the presence of acid catalysts.

Synthesis of diphenolic acid from levulinic acid

Definition

ChEBI: Diphenolic acid is a bisphenol.

Industrial uses

Diphenolic acid, the condensation product of levulinic acid and phenol, is useful in the preparation of the modified phenol formaldehyde resins, polyether resins and as monocarboxilic acid chain stopper in alkyd resin (Bader, 1960).

Purification Methods

When recrystallised from *C6H6, the crystals have 0.5 mol of *C6H6 (m 120-122o), and when recrystallised from toluene, the crystals have 0.5 mol of toluene. Purify the acid by recrystallisation from hot H2O. It is soluble in Me2CO, AcOH, EtOH, propan-2-ol, methyl ethyl ketone. It can also be recrystallised from AcOH, heptane/Et2O or Me2CO/*C6H6. It has max 225 and 279nm in EtOH. The methyl ester has m 87-89o (aqueous MeOH to give the trihydrate). [Bader & Kantowicz J Am Chem Soc 76 4465 1954, Beilstein 10 IV 1890.]

Properties of Diphenolic acid

Melting point:	167-170 °C(lit.)
Boiling point:	388.69°C (rough estimate)
Density	1.30
refractive index	1.5450 (estimate)
Flash point:	208°C
storage temp.	Inert atmosphere,Room Temperature
solubility	DMSO (Slightly), Methanol (Slightly)
form	Solid
pka	4.66±0.10(Predicted)
color	White to Off-White
Merck	14,3312
BRN	1886361
CAS DataBase Reference	126-00-1(CAS DataBase Reference)
EPA Substance Registry System	Diphenolic acid (126-00-1)

Safety information for Diphenolic acid

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.