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103039

Sigma-Aldrich

4,4′-Sulfonyldiphenol

98%

Synonym(s):

4-Hydroxyphenyl sulfone, Bis(4-hydroxyphenyl) sulfone, Bisphenol S

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100 G
€44.60
500 G
€156.00

About This Item

Linear Formula:
O2S(C6H4OH)2
CAS Number:
80-09-1
Molecular Weight:
250.27
Beilstein:
2052954
EC Number:
201-250-5
MDL number:
MFCD00002350
UNSPSC Code:
12162002
PubChem Substance ID:
24846593
NACRES:
NA.23

€44.60

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Assay

98%

form

solid

mp

245-250 °C (lit.)

SMILES string

Oc1ccc(cc1)S(=O)(=O)c2ccc(O)cc2

InChI

1S/C12H10O4S/c13-9-1-5-11(6-2-9)17(15,16)12-7-3-10(14)4-8-12/h1-8,13-14H

InChI key

VPWNQTHUCYMVMZ-UHFFFAOYSA-N

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General description

4,4′-Sulfonyldiphenol also known as Bisphenol S(BPS) is a monomer characterized by its sulfone group (-SO2-) linking two phenolic rings. Its unique chemical structure imparts high thermal stability, chemical resistance, and tensile strength. It is often used as a monomer or additive in the synthesis of high-performance polymers, particularly polyethersulfones (PES) and polyphenylsulfones (PPSU). It is widely used in the field of polymer synthesis, medical devices, and dental composites.

Application

4,4′-Sulfonyldiphenol can be used:
  • As a monomer to synthesize fibrous poly(arylene ether ketone)s with excellent water affinity, thermal stability and film forming capability. This can be utilized to fabricate Proton exchange membranes for electrodialysis, fuel cells and flow batteries.
  • As a precursor to prepare polyphosphazene-based contrast agents for magnetic resonance imaging (MRI) and computed tomography (CT). It enhances the thermal stability, chemical resistance and allows easy functionalization of contrast agents.
  • As a monomer to prepare poly (cyclotriphosphazene-co-4,4-sulfonyldiphenol) (PZS) coating for separators, in lithium-ion battery. The coated separators show sufficient enhancement of liquid electrolyte wettability and ionic conductivity, resulting in better cycle performance.

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H360FD

Hazard Classifications

Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH SVHC Candidate List

CAS No.

EU REACH Annex XVII (Restriction List)

CAS No.

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5428V
WXBF2282V
WXBD7242V
WXBD2812V
MKCJ3019

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Erica Danzl et al.
International journal of environmental research and public health, 6(4), 1472-1484 (2009-05-15)
A group of compounds structurally similar to bis(4-hydroxyphenyl)propane (bisphenol A, BPA) are called bisphenols (BPs), and some of them can partially replace BPA in industrial applications. The production and consumption of BPs other than BPA, especially those of bis(4-hydroxyphenyl)methane (bisphenol
Elise Grignard et al.
Toxicology in vitro : an international journal published in association with BIBRA, 26(5), 727-731 (2012-04-18)
In 2011, the European Commission has restricted the use of Bisphenol A in plastic infant feeding bottles. In a response to this restriction, Bisphenol S is now often used as a component of plastic substitutes for the production of babybottles.
Imèn Khmiri et al.
Environment international, 138, 105644-105644 (2020-03-18)
The measurement of bisphenol-S (BPS) and its glucurono-conjugate (BPSG) in urine may be used for the biomonitoring of exposure in populations. However, this requires a thorough knowledge of their toxicokinetics. The time courses of BPS and BPSG were assessed in
René Viñas et al.
Environmental health perspectives, 121(3), 352-358 (2013-03-06)
Bisphenol A (BPA) is a well-known endocrine disruptor that imperfectly mimics the effects of physiologic estrogens via membrane-bound estrogen receptors (mERα, mERβ, and GPER/GPR30), thereby initiating nongenomic signaling. Bisphenol S (BPS) is an alternative to BPA in plastic consumer products
José-Manuel Molina-Molina et al.
Toxicology and applied pharmacology, 272(1), 127-136 (2013-05-30)
Bisphenols are a group of chemicals structurally similar to bisphenol-A (BPA) in current use as the primary raw material in the production of polycarbonate and epoxy resins. Some bisphenols are intended to replace BPA in several industrial applications. This is
View All Related Papers

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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