Bisphenol A Based Polyols

Bisphenol A is a condensation product of two mols of phenol with one mol of acetone (reaction 15.27)  

Propoxylates of bisphenol A with 2 mols of PO/mol of bisphenol (15.28) and of the ethoxylated bisphenol A (15.29) with 2 mols of EO/mol of bisphenol have been used for many years as aromatic diols in the synthesis of unsaturated polyesters [29]. 

Both aromatic diols are solid, at room temperature, with convenient melting points and have high aromaticity. Thus, the propoxylated bisphenol A has an aromatic content of 46.7% and ethoxylated bisphenol A an aromatic content of around 48%. 

By solubilisation of propoxylated bisphenol A with the structure 15.28, in a sucrose-based polyether polyol for rigid foams, an homogeneous mixture is obtained [29]. The viscosities of these mixtures increase with the content of propoxylated bisphenol A. From these mixtures rigid PU foams were obtained. Due to the aromaticity introduced by the propoxylated bisphenol A, the physico-mechanical properties of the resulting rigid PU foams were superior to the rigid PU foams made with the sucrose-based poly ether polyol alone [29]. 

Bisphenol A propoxylated or ethoxylated with 2-10 mols of alkylene oxides/mol of bisphenol A are used as chain extenders for PU elastomers and as aromatic diols for isocyanuric and urethane isocyanuric foams [30] (structure 15.30). 

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Chem. Descrip. Bisphenol A-based polyol Uses Diluent, wetting agent, flow aid, mar resist, aid, impact strengthener, pot life extender, adhesion promoter on substrates, flexibilizer for coatings, low-VOC applies. 

Chem. Descrip. Bisphenol A-based polyol (6 mole ethoxylate)... 

Epoxy resins n. Plastic or resinous materials used for strong, fast-setting adhesives, as heat resistant coatings and binders, etc. Cross-linking resins based on the reactivity of the epoxides group. One common type is the resin made from epichlorohydrin and bisphenol A. Aliphatic polyols such as glycerol may be used instead of the aromatic bisphenol A or bisphenol F. 

For rigid PVC the extract will be much smaller, typically 1-5%, and will consist of lubricants such as long-chain aliphatic esters, e.g. glyceryl mono-ricinoleate, long-chain aliphatic acids and alcohols, and hydrocarbon and amide waxes. Metal-based stabilisers such as metal carboxylates or organo-tin compounds may be present. Also present may be nonmetal stabilisers such as ESBO, organic phosphites, bisphenol A, and polyols such as trimethylolpro-pane or pentaerythritol. 

An excellent polyol for urethane isocyanuric foams is a diol based on bisphenol A, alkoxylated with 8-9 mols of EO or with 4 mols of PO and 4-5 mols of EO (structures 15.31 and 15.32). 

A variety of poly/dihydric oils are used for the preparation of glyddyl ether-type epoxy resins. These include bisphenols, namely bisphenol-A (BPA), bisphenol-F (BPF), bisphenol-S (BPS) and bisphenol-H (BPH) and so on. Other aromatic diols and polyols such as phenolic resin, MF resins and hyperbranched polyol may also be used in the preparation of vegetable oil-based epoxy resins. Bisphenol-A (2,2-bis(4-hydroxyphenyl)propane) is one of the most widely used aromatic diols for the synthesis of epoxy resin. The resins are commonly used as lacquers for coated metal products such as food cans, bottle tops and water pipes. There are also reports on the use of bisphenol-S (BPS) (bis(4-hydroxyphenyl) sulphone), in the synthesis of epoxy resin. The advantages of resistance to deformation by heat and improvement of thermal stability were observed for such epoxy resins. The presence of sulphone group (BPS-based epoxy resin) in the epoxy resin exhibits better gel time than BPA-based epoxy. Another important diol, namely bis(4-hydroxydiphenyl)methane or bisphenol-F (BPF) is used for the synthesis of low viscosity epoxy resins. BPF generally comprises several isomers such as bis(2-hydroxylphenyl)methane (i.e. ortho-ortho isomer), bis(4-hydroxylphenyl)methane (i.e. para-para isomer) and... 

The base methacrylate monomers utilized were a polyethyleneglycol dimethacrylate (PEGMA - produced by Loctite), an ethoxylated bisphenol—A dimethacrylate (EBIPMA - produced by AKZO), a urethane methacrylated capped poly(butadiene acrylonitrile) polyol, and hydroxy-propyl methacrylate (HPMA - Rohm and Haas). The following maleimide capped monomer/prepolymers were examined N-phenyl maleimide (NPM), meta-phenylene dimaleimide (m-PDM), and a reaction product of methylenedi-aniline and excess methylenedianiline bismaleimide (P-MDA-2MDABM), sold by Rhodia Corp. under the tradename of Keramide... 

Block copolymers (see Chapter 17) in which polytetrahydrofuran and bisphenol A were used as polyols have been described (Merrill, 1961) whilst a similar type of material based on a polyoxyethylene system has been prepared (Goldberg, 1%3). More recently (Perry et al., 1965) have described interesting materials in which blends of a poly(tetramethylene ether)glycol and a highly cyclic glycol were... 

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