Acrylic Acid → Tall-oil rosin

HRID 1418101Notes

Reaction equation

C(O[CH2:7][CH:8]([CH2:13][CH3:14])[CH2:9][CH2:10][CH2:11][CH3:12])(=O)C(C)=C.[C:15]([O:19]CC)(=[O:18])[CH:16]=[CH2:17].[C:22](O)(=O)[CH:23]=[CH2:24].[CH2:27]([CH:29]([CH2:39][CH2:40]CC)C(OOOC(C)(C)C)=O)[CH3:28].[CH2:43](C(CCCC)C(OC(C)(C)C)=O)C>C(O)CCC.C1(C)C(C)=CC=CC=1>[CH3:22][CH:23]([C:12]1[CH2:11][CH2:10][CH:9]2[C:27](=[CH:29][CH2:39][CH:40]3[C:16]([C:15]([OH:19])=[O:18])([CH3:17])[CH2:43][CH2:14][CH2:13][C:8]32[CH3:7])[CH:28]=1)[CH3:24]

Participants

Conditions

Temperature: 100 °C

Procedure

A mixture of 64 parts of xylene and 16 parts of n-butanol was heated to 100° C. in the same flask as used in Production Example 1. To this was added dropwise a mixture of 10.2 parts of 2-ethylhexyl methacrylate, 66.8 parts of ethyl acrylate, 11.4 parts of NK ESTER M-90G, 11.6 parts of acrylic acid and 2 parts of t-butylperoxy 2-ethylhexanoate at a constant rate over 3 hours. After the addition, the mixture was kept at the same temperature for 30 minutes. Then a solution of 0.2 parts of t-butyl 2-ethylhexanoate in 16 parts of xylene and 4 parts of n-butanol was added dropwise at a constant rate over 30 minutes. Thereafter the reaction mixture was kept at the same temperature for 1.5 hours. A resin solution called Varnish E having 50.3% solids, a viscosity of 4.7 poise and a resin acid number of 90 was obtained.

Workup

additionTo this was added dropwise
additionAfter the addition
waitThereafter the reaction mixture was kept at the same temperature for 1.5 hours

Sources & evidence

ORD record: ord-bc7e69fd940349f3996494bdbae101b3
Source dataset: uspto-grants-1999_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05880173

Reaction notes

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