Adipic Acid → Styrene

HRID 2166964Notes

Reaction equation

HRID 2166964 reaction equation
[CH:1]([OH:8])([OH:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].O[CH2:10][C:11]([CH3:15])(CO)C.C(O)(=O)C1C=CC(C(O)=O)=CC=1.C(O)(=O)CCCCC(O)=O.C1(=O)OC(=O)C=C1.O=C=[N:47]C1CC(C)(C)CC(C)(CN=C=O)C1.C(OCCO)(=O)C(C)=C.C([O-])(=O)CCCCCCCCCCC.C([O-])(=O)CCCCCCCCCCC.C([Sn+2]CCCC)CCC>C=CC1C=CC=CC=1.C1(C=CC(O)=CC=1)O>[CH2:6]=[CH:5][C:4]1[CH:11]=[CH:10][CH:1]=[CH:2][CH:3]=1.[NH2:47][C:1]([O:7][CH2:11][CH3:15])=[O:8]

Participants

12

Procedure

Apart from this, a hydroxyl polyester (hereinafter called Polyester J) having an acid number of 0.3 and a hydroxyl number of 60.4 was prepared from 767 g (6.5 moles) of hexanediol--1, 6, 520 g (5 moles) of neopentyl glycol, 498 g (3 moles) terephthalic acid, 730 g (5 moles) of adipic acid and 196 g (2 moles) of maleic anhydride. 1858 g (2 equivalents) of the polyester was dissolved in 2321 g of styrene containing 1.4 g of hydroquinone, and allowed to react with 333 g (3 equivalents) of isophorone diisocyanate at around 55° C. for three hours. 130 g (1 mole) of hydroxylethyl methacrylate containing 2.3 g of dibutyltin dilaurate were added dropwise to the reaction product while feeding air into the reaction system. The reaction was allowed to continue at 60° C. for further four hours until no NCO remained substantially in the system. The reaction product was then cooled with the addition of 30 g of a 50% styrene solution of Polyester J to obtain a 50% styrene solution of an unsaturated acrylic urethane (hereinafter called Acrylic Urethane K). This urethane was found to have a weight-average extension of molecular chain of 380 A.

Sources & evidence

ORD record
ord-eabf6154b46347f3907c35ef59d30f98
Source dataset
uspto-grants-1983_06
Patent number
US04390662

Reaction notes

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