126-00-1 Usage
Description
Diphenolic acid (DPA) is a light pink solid that is a close structural analog of bisphenol A. It is the condensation product of levulinic acid and phenol, and has been identified as a potential replacement for bisphenol A, which is commonly used as a monomer for epoxy resins and polycarbonates.
Uses
Used in Plastics and Polymer Industry:
Diphenolic acid is used as a replacement for bisphenol A in the production of epoxy resins and polycarbonates. It offers a safer alternative to bisphenol A, which is a possible endocrine disruptor and is used in various applications such as baby bottles, dental resins, and lacquers to coat food cans.
Used in Surface Coatings Industry:
Diphenolic acid serves as an intermediate for surface coatings, providing a safer alternative to bisphenol A-based coatings.
Used in Lubricant Industry:
Diphenolic acid is used as a lubricating oil additive, enhancing the performance and longevity of lubricants.
Used in Cosmetics Industry:
Diphenolic acid is used in cosmetics as a safer alternative to bisphenol A, which is commonly used in personal care products.
Used in Surfactants Industry:
Diphenolic acid is used in the production of surfactants, which are essential in various cleaning and personal care products.
Used in Plasticizers Industry:
Diphenolic acid is used as a plasticizer, improving the flexibility and workability of plastics.
Used in Textile Industry:
Diphenolic acid is used in textile chemicals, enhancing the performance and durability of textiles.
Used in Semiconductor Industry:
Diphenolic acid is used as a flux compound in the production of adhesives for semiconductor devices.
Industrial Uses:
Diphenolic acid is useful in the preparation of modified phenol formaldehyde resins and polyether resins. It also serves as a monocarboxilic acid chain stopper in alkyd resins.
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
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.]
Check Digit Verification of cas no
The CAS Registry Mumber 126-00-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,2 and 6 respectively; the second part has 2 digits, 0 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 126-00:
(5*1)+(4*2)+(3*6)+(2*0)+(1*0)=31
31 % 10 = 1
So 126-00-1 is a valid CAS Registry Number.
InChI:InChI=1/C17H14Br4O4/c1-17(3-2-14(22)23,8-4-10(18)15(24)11(19)5-8)9-6-12(20)16(25)13(21)7-9/h4-7,24-25H,2-3H2,1H3,(H,22,23)
126-00-1Relevant articles and documents
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Bader,Kontowicz
, p. 4465 (1954)
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Bifunctional ionic liquid, preparation method thereof and application of bifunctional ionic liquid in catalytic synthesis of bisphenol compounds
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Paragraph 0060-0061, (2021/08/14)
The invention discloses a bifunctional ionic liquid, a preparation method thereof and application of the bifunctional ionic liquid in catalytic synthesis of bisphenol compounds, and belongs to the field of application of ionic liquid catalysts. The bifunctional ionic liquid is composed of heterocyclic quaternary ammonium cations containing sulfonic groups and sulfydryl and organic strong acid anions containing or not containing sulfydryl. The bifunctional ionic liquid has the functions of strong protonic acid and a -SH-containing compound, is used for catalytic synthesis of diphenolic acid, bisphenol A, bisphenol fluorene and the like, and has the characteristics of high reaction rate, high target product yield and good selectivity. The bifunctional ionic liquid is a green catalyst which is stable in performance and can be recycled, and compared with a protonic acid and sulfhydryl compound composite catalyst used in a traditional production process, the production process is simplified, equipment corrosion is reduced, and the production cost is reduced.
Thiol-promoted catalytic synthesis of diphenolic acid with sulfonated hyperbranched poly(arylene oxindole)s
Van De Vyver, Stijn,Geboers, Jan,Helsen, Sasja,Yu, Feng,Thomas, Joice,Smet, Mario,Dehaen, Wim,Sels, Bert F.
scheme or table, p. 3497 - 3499 (2012/06/18)
Acid-catalyzed condensation of levulinic acid and phenol into high yields of diphenolic acid (>50%) is possible with a combination of sulfonated hyperbranched polymers and thiol promotors, either added as a physical mixture or bound to the polymer by ion-pairing.