Benzyl Alcohol → Glutaraldehyde

HRID 972908Notes

Reaction equation

HRID 972908 reaction equation
C=[O:2].[CH2:3]([OH:10])[C:4]1C=C[CH:7]=[CH:6][CH:5]=1>>[CH:4]([CH:3]=[O:10])=[O:2].[CH:7](=[O:2])[CH2:6][CH2:5][CH2:4][CH:3]=[O:10]

Participants

4

Reactant 2

HCID 244Benzyl Alcohol3×HCID 712Formaldehyde

Product 2

HCID 3485GlutaraldehydeHCID 7860Glyoxal

Procedure

It is apparent that simply heating 100% Polymer H at 60° to 95° C for more than 1 hour is not enough to achieve insolubility in 100% benzyl alcohol, but other tests with 4% benzyl alcohol showed that Polymer H crosslinked by heating was not soluble and could be used successfully for making a weak pod seal. Reaction with formaldehyde causes crosslinking and the product is insoluble but swells in 100% benzyl alcohol. Glyoxal and glutaraldehyde give tightly crosslinked products that are insoluble and swell very little in 100% benzyl alcohol. At the low concentration of benzyl alcohol in a photographic developer, these crosslinked compositions formed by heating, or those containing the hardeners and crosslinkers formaldehyde, glyoxal, ethylene diamine, and glutaraldehyde are acceptably resistant to solution.

Workup

  1. temperatureby heating
  2. customseal

Sources & evidence

ORD record
ord-f050c10f95f944058f3123174b563955
Source dataset
uspto-grants-1977_10
Patent number
US04054232

Reaction notes

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