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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1660530Generated: October 25, 2026

Terephthaloyl chloride → Terephthalohydrazide

https://huagongshe.com/reaction/1660530

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTerephthaloyl chlorideHCID 7488—
ReactantP-PhenylenediamineHCID 7814—
Reactant4-Aminobenzoic acid hydrazideHCID 21450—
ReactantBenzoyl chloride, 4-amino-HCID 177720—
Reactant4-(Hydrazinocarbonyl)benzoic acidHCID 279437—
ProductTerephthalohydrazideHCID 67294—

Reaction Steps

Terephthalic acid hydrazide, p-aminobenzoic acid hydrazide, p-phenylenediamine, p-aminobenzoyl chloride and terephthaloyl chloride are properly combined, and a 5 wt% solution of polyamide resin comprising 33 mol% of terephthalhydrazide, 33 mol% of p-benzamide, and 33 mol% of p-phenyleneterephthalamide is obtained by low temperature (about 10° to 35° C.) solution polymerization process. The solvent used for the solution polymerization is preferably dimethylacetamide and calcium chloride is contained in the polymerization solution as a neutralization product. This solution is cast on a metallic belt and dried until the polymer concentration becomes about 30 wt% by heating at about 100° C. for 5 minutes. The film is then dipped for about 2 minutes in water at normal temperatures (about 10° to 35° C.) to remove the solvent and calcium chloride. After further washing with water and drying at 230° C., the resulting film is rolled up. Orientation is conducted by stretching the dried film in the longitudinal direction in a 50° C. dimethylacetamide aqueous solution through the difference in rotating speeds of associated nip rolls, and subsequently stretching it in a lateral direction by guiding it to a tenter and expanding the rail distance. The draw ratio is generally kept from about 1.1 to 2.0 times in both longitudinal and lateral directions. Thus, a 3 μm thick aromatic polyamide film is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04308311
Source datasetuspto-grants-1981_12
ORD IDord-58a6422fa5a4409583e0e1c213ba6bfc
Source noteuspto-grants-1981_12