Hydrochloric Acid → 1-(4-hydroxyphenyl)-1H-pyrrole-2,5-dione

Beteiligte Stoffe

Reaktionsschritte

As indicated by the Reaction Scheme, maleic anhydride (I) was first reacted with para- (ortho- or meta-) aminophenol (II) in tetrahydrofuran to give N-4-hydroxyphenyl maleamic acid (III) which was, then, refluxed together with acetic anhydride at 120° C. in the presence of a catalyst, such as sodium acetate, to obtain N-4-acetoxy phenyl maleimide (IV). After being dissolved in ethanol, the compound IV was refluxed along with at least one selected from the group consisting of para-toluene sulfonic acid, ortho-toluene sulfonic acid, meta-toluene sulfonic acid and hydrochloric acid, to give N-4-hydroxyphenyl maleimide (V). Using a radical initiator, such as azo-iso-butyronitride (AIBN), dibenzoyl peroxide (BPO) or di-tert-butylperoxide, N-4-hydroxyphenyl maleimide (V) was polymerized into a polymaleic imide resin (VI). Following dissolution in a solvent, the polymer (VI) was reacted with chloromethylethyl ether (Cl--CH2 --OCH2CH3) in the presence of a base selected from the group consisting of triethyl amine, potassium-tert-butoxide, potassium hydroxide (KOH), potassium methoxide (KOCH3), potassium ethoxide (KOCH2CH3), sodium-tert-butoxide, sodium hydroxide (NaOH), sodium methoxide (NaOCH3), sodium ethoxide (NaOCH2CH3), sodium hydride (NaH), potassium carbonate (K2CO3), sodium ethoxide (NaOCH2C3), sodium hydride (NaH) and sodium carbonate (Na2CO3), to create poly (N-4-hydroxyphenyl maleimide-co-N-4-ethoxymethoxyphenyl maleimide) (VII), a photoresist resin for ArF.

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