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Nylon Salt: Hexamethylenediamine and Adipic Acid Crystallized from Alcohol, Carothers 1938
Tex

Created by

Tex

17. October 2026FO
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Nylon Salt: Hexamethylenediamine and Adipic Acid Crystallized from Alcohol, Carothers 1938

Equal moles of hexamethylenediamine and adipic acid, warmed in watery alcohol until they dissolve, crystallize on cooling as white nylon salt (Carothers, du Pont, US 2,130,947, 1938). The salt always holds the two exactly one to one, which is what makes the nylon come out right. The picture: our drawing of the warm flask, the crystals and the filter.
Intermediate
A day

Instructions

1

Weigh one mole each

Weigh 144 g hexamethylenediamine and 174 g adipic acid: one mole of each.

Materials for this step:

HexamethylenediamineHexamethylenediamine144 g
Adipic AcidAdipic Acid174 g

Tools needed:

Digital Kitchen ScaleDigital Kitchen Scale
2

Warm to dissolve

Put both in a flask with 1300 g of 95 % alcohol and 210 g water. Warm until everything dissolves. Keep flames away from the alcohol.

Tools needed:

Erlenmeyer FlaskErlenmeyer Flask
Hot PlateHot Plate
Ethanol - Lab Grade, 95%Ethanol - Lab Grade, 95%
Distilled WaterDistilled Water
3

Cool and filter

Cool the solution. The salt separates as white crystals. Filter them off.

Tools needed:

Buchner Funnel (Porcelain)Buchner Funnel (Porcelain)
Vacuum PumpVacuum Pump
4

Recrystallize

Dissolve the crystals warm in 1300 g of 95 % alcohol and 200 g water, cool and filter again. Carothers got 247 g, melting at 183–184 °C.

Tools needed:

Erlenmeyer FlaskErlenmeyer Flask
Hot PlateHot Plate
Ethanol - Lab Grade, 95%Ethanol - Lab Grade, 95%
Distilled WaterDistilled Water
Buchner Funnel (Porcelain)Buchner Funnel (Porcelain)
Vacuum PumpVacuum Pump
5

Check the balance

For an exact one-to-one salt, the pH of its solution sits at the turning point of the titration curve, about 7.6 for this pair.

Tools needed:

pH Meter & Titration ApparatuspH Meter & Titration Apparatus
6

Moles

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Materials

2

Tools Required

8

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