Itaconic acid → Vinylidene chloride methylacrylate itaconic acid

HRID 726513

Reaction equation

[C:1]([O:5][CH3:6])(=[O:4])[CH:2]=[CH2:3].[C:7]([OH:15])(=[O:14])[C:8]([CH2:10][C:11]([OH:13])=[O:12])=[CH2:9].S([O-])(OCCCCCCCCCCCC)(=O)=O.[Na+].N(C(C#N)(C)CCC(O)=O)=NC(C#N)(C)CCC(O)=O.C(C(C)CCC(O)=O)#N.[C:63]([Cl:66])([Cl:65])=[CH2:64]>O>[C:63]([Cl:66])([Cl:65])=[CH2:64].[CH3:6][O:5][C:1](=[O:4])[CH:2]=[CH2:3].[C:7]([OH:15])(=[O:14])[C:8]([CH2:10][C:11]([OH:13])=[O:12])=[CH2:9]

Participants

Conditions

Temperature: 55 °C

Procedure

In a 500 mL glass bottle was added 5.74 grams methyl acrylate (0.067 mol, available from Aldrich Chemical Co., Milwaukee, Wis.), 1.87 grams itaconic acid (0.014 mol, available from Aldrich Chemical Co., Milwaukee, Wis.), 1.1 grams sodium lauryl sulfate (0.0038 mol, available from Aldrich Chemical Co., Milwaukee, Wis.), 0.33 grams Wako V-501 initiator (4,4'-azobis(4-cyano pentanoic acid, 0.0012 mol, available from Wake Chemicals USA, Inc., Richmond, Va.), and 330 grams deionized water. The resulting solution was purged with nitrogen for 10 minutes. Vinylidene chloride (62.4 g, 0.644 mol, available from Aldrich Chemical Co., Milwaukee, Wis.) was then added to the bottle and the bottle was sealed with a teflon lined screw cap. The bottle was then placed in an Atlas Launderometer (available from Atlas Electric Devices Co., Chicago, Ill.) and heated with agitation to 55° C. for 22 hours to give a terpoly(vinylidene chloride-methylacrylate-itaconic acid) latex with 17.5 weight percent solids.

Workup

customThe resulting solution was purged with nitrogen for 10 minutes
customcap

Sources & evidence

ORD record: ord-2ca37422fbfe472ca3a6963588453cf7
Source dataset: uspto-grants-1998_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05709985

Linked notes

Loading…