Bis(4-hydroxyphenyl) sulfone CAS 80-09-1
CAS:80-09-1
80-09-1 – Names and Identifiers
Name
4,4′-Sulfonyldiphenol
Synonyms
SDP
BisphenolS
Bisphenol S
Bisphenol-S
4,4′-SULFONYLDIPHENOL
4,4′-Sulfonyldiphenol
4,4-S...
Category：Other Chemicals
Introduction
CAS:80-09-1
80-09-1 – Names and Identifiers
| Name | 4,4′-Sulfonyldiphenol |
| Synonyms | SDP BisphenolS Bisphenol S Bisphenol-S 4,4′-SULFONYLDIPHENOL 4,4′-Sulfonyldiphenol 4,4-Sulphonyldiphenol 4-HYDROXYPHENYL SULFONE 4-hydroxyphenyl sulfone 4-Hydroxyphenyl sulphone Bis(4-hydroxyphenyl)sulfone BIS(4-HYDROXYPHENYL) SULFONE 4,4-Dihydroxydiphenylsulfone 4,4-dihydroxydiphenyl sulfone 4,4′-Dihydroxydiphenylsulfone 4,4-DIHYDROXYDIPHENYL SULFONE Bis(4-hydroxyphenyl) sulphone BIS(4-HYDROXYPHENYL) SULPHONE 4,4′-DIHYDROXYDIPHENYLSULPHONE 4,4′-DIHYDROXYDIPHENYL SULFONE 4,4′-Dihydroxydiphenyl sulfone 4,4-Dihydroxydiphenyl sulphone 4,4-DIHYDROXYDIPHENYL SULPHONE 4,4′-Dihydroxy Diphenyl Sulfone 4,4′-Dihydroxy Diphenyl Sulphone Bisphenol S (4,4′-Sulfonyldiphenol) |
| CAS | 80-09-1 |
| EINECS | 201-250-5 |
| InChI | InChI=1/C12H10O4S/c13-9-1-5-11(6-2-9)17(15,16)12-7-3-10(14)4-8-12/h1-8,13-14H |
| InChIKey | VPWNQTHUCYMVMZ-UHFFFAOYSA-N |
80-09-1 – Physico-chemical Properties
| Molecular Formula | C12H10O4S |
| Molar Mass | 250.27 |
| Density | 1.366 |
| Melting Point | 245-250 °C (lit.) |
| Boling Point | 363.4°C (rough estimate) |
| Flash Point | 259.4°C |
| Water Solubility | 1.1 g/L (20 ºC) |
| Solubility | Easily soluble in alcohol, ethyl fine, dimethyl sulfoxide, alkali solution, hot water, slightly soluble in cold water. |
| Vapor Presure | <0.0001 Pa (20 °C) |
| Appearance | Bright yellow crystal |
| Color | White to grayish-green |
| Maximum wavelength(λmax) | [‘295nm(H2O)(lit.)’] |
| BRN | 2052954 |
| pKa | 7?+-.0.15(Predicted) |
| PH | 6.6-7.0 (100g/l, H2O, 20℃) |
| Storage Condition | Store below +30°C. |
| Stability | Stable. Incompatible with strong bases, acid chloride, acid anhydrides, strong oxidizing agents. |
| Refractive Index | 1.5220 (estimate) |
| MDL | MFCD00002350 |
| Physical and Chemical Properties | White needle-like crystals. Melting point 240-241 °c. Soluble in aliphatic hydrocarbons, soluble in alcohol and ether, slightly soluble in aromatic hydrocarbons, insoluble in water. The product molecule contains two hydroxyl groups and a strong electron-withdrawing sulfone group, so the acidity is stronger than other phenols. |
| Use | It is mainly used as a monomer for the synthesis of Polysulfone Resin, and can also be directly applied to coatings, leather modifiers, dye intermediates, metal electroplating brighteners, etc. |
80-09-1 – Risk and Safety
| Hazard Symbols | Xi – Irritant |
| Risk Codes | R36 – Irritating to the eyes R36/37/38 – Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 – In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S39 – Wear eye / face protection. S36 – Wear suitable protective clothing. S37 – Wear suitable gloves. |
| WGK Germany | 2 |
| RTECS | SM8925000 |
| TSCA | Yes |
| HS Code | 29309070 |
| Toxicity | LD50 orally in Rabbit: 2830 mg/kg |
80-09-1 – Reference
| Reference | 1. Guo, Rui, Li, Xiu, Huan, he, Guan, Wei, Liu, Xue, Yan, Huo, Wen, Feng, PE. Synthesis and application properties of novolac epoxy resin BPS-BPA [J]. Fine Chemicals 2020 37(02):403-411. |
80-09-1 – Reference Information
| LogP | 1.2 at 23℃ |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| bisphenol A(BPA) alternative | bisphenol A(BPA) as a typical environmental endocrine disruptor, because of its increasingly clear estrogenic activity, toxicological effects and serious pollution situation, it is restricted in many fields in many countries. Based on this situation, many businesses have been looking for alternatives to BPA, Bisphenol S(BPS) is the molecular structure of BPA propane group is substituted by sulfone group derivatives, in recent years as the production of polycarbonate, polyester resin, industrial raw materials of polysulfone and Polyether phenol and epoxy resin are widely used in the manufacture of daily appliances that prohibit or restrict the use of BPA, such as food packaging materials, food can linings, feeding bottles and paper products. BPS is structurally similar to BPA, due to its use in feeding bottles, food contact materials, under the influence of grease, acid or the external environment, may migrate into food or beverage, it is then absorbed by the body, which is one of the main pathways leading to human exposure to BPS. |
| Toxicology | at present, the toxicological studies on Bisphenol S(BPS) mainly focus on genotoxicity, reproductive and developmental toxicity and endocrine disrupting effects were developed. A large number of in vitro tests based on different receptor models have confirmed that BPS has estrogenic and anti-androgenic effects, the hormonal effects of BPA are (32 +-28%) and 25%, the proliferation effect on lymphocytes has also been reported. BPS is even stronger than BPA in some toxicological effects due to the substitution of the methyl groups of the two phenol rings by a sulfone group. Kyunghee[5] et al. showed that when male and female zebrafish were exposed to 0.5ug/L-50ug/L BPS in water for 21 days, the content of estradiol in the plasma of female and male zebrafish was significantly increased, while the content of testosterone in the plasma of male zebrafish was significantly decreased. To cause the same effect, it is necessary to expose the carp to 1000ug/L BPA water sample for 14 days [6] and the young flounder to 59ug/L BPA water sample for 21 days [7], trout larvae in BPA 50ug/L water samples for 63 days [8]. accordingly, the Commission regulation on plastic materials and products intended to come into contact with food (EU No. 2011), issued by the European Union on 1 May and China’s national standard “hygienic standard for the use of additives for food containers and packaging materials” (GB 9685-2016) provides that the migration limit of bisphenol S in food simulants is 0.05mg/kg. |
| daily exposure to bisphenol S Source | Bisphenol S is used in canned foods and beverages to protect foods from direct contact with metals, metal cans and aluminum boxes are corroded by food raw materials in epoxy resin coating, commonly used in packaging milk powder, meat products, surimi products. There are two main roles played by Bisphenol S, one is because the epoxy resin coating is easy to remain hydrochloric acid in the polymerization process, which can be neutralized by Bisphenol S, and the other is because the food in direct contact is mostly acidic, oil material, Bisphenol S can replace the epoxy resin coating prior to the moisture, acid and other substances in the food reaction, so as to improve the stability of the coating, but also to avoid metal materials and food contact corrosion. Bisphenol S is a developer in thermal paper. The European Commission claims that 30% of the thermal paper enters the waste paper recycling stream. Then many paper products, such as kitchen paper, food boxes (pizza boxes, foam cups, popcorn paper tubes, etc.) are made of recycled paper. Therefore, the recycling of thermal paper allows BPS to enter the recycling production system of paper, which in turn contaminates food contact paper products. Bisphenol S is one of the synthetic monomers of polyethersulfone. Polysulfone is an amorphous, thermoplastic resin. Because of its polymer material structure, it has toughness, transparency and very high heat resistance (continuous use temperature can be as high as 220 degrees, instantaneous high temperature can be up to degrees.), Light weight, good mechanical properties, impact fracture resistance, high chemical resistance, excellent hydrolysis stability, good microwave permeability, therefore, it is widely used in tableware used for high temperature heating and repeated high temperature heating. Such as baby bottles, aviation plate, microwave cooking ware, non-stick pan coating (polyethersulfone can be coated alone or in combination with fluoropolymer to make a non-stick pan on a cooker) Hot water pipe joints, as well as some of the need for thermal processing of small appliances (egg cooker, popcorn pot, coffee, etc.). |
| Use | 4,4 ‘-dihydroxydiphenyl sulfone is mainly used as a fixing agent. In addition, it can be used as a plating solution additive, a leather tanning agent, a dispersant for high-temperature dyeing of disperse dyes, a phenolic resin hardening Accelerator, a resin flame retardant, and the like. It is also an intermediate of pesticides, dyes and auxiliaries. As a substitute for bisphenol A, it can be used as a raw material for polycarbonate, epoxy resin, polyester, phenolic resin, and a raw material for polysulfone and polyethersulfone. The product is also used in the manufacture of color photographic materials, photographic contrast enhancers, heat-sensitive recording materials (color developers), daily use surfactants and high-efficiency deodorants. Using Bisphenol S as raw material, color fixing agent A (foreign trade name Cibatex PA) can be prepared. It has excellent heat resistance, light resistance and oxidation resistance, and is the raw material for the synthesis of polycarbonate, epoxy resin, polysulfone and Polyether ink-stone resin. Bisphenol S can also be used to synthesize dye fixing agents, leather tanning agents, and can also be used as intermediates for electric transfer additives, dyes, pharmaceuticals, pesticides, auxiliaries, etc. It is mainly used as a monomer for the synthesis of Polysulfone Resin, and can also be directly applied to coatings, leather modifiers, dye intermediates, metal electroplating brighteners, etc. Bis (4-hydroxyphenyl) sulfone is a common reactant in the reaction of epoxy resin, and is also a latent heat catalyst for epoxy resin. |
| production method | is obtained by reacting phenol with sulfuric acid. |
| auto-ignition temperature | |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
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