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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1057994Generated: October 25, 2026

epsilon-CAPROLACTONE → N,N-Dimethylaniline

https://huagongshe.com/reaction/1057994

Reaction equation

Participants

RoleNameHCIDCharge
Reactantepsilon-CAPROLACTONEHCID 10401—
Reactant2-MethylstyreneHCID 11904—
Reactant2-Hydroxyethyl acrylateHCID 13165—
ReactantPhosphorus oxide (P4O10)HCID 14812—
ReactantBenzylidenecyanoacetateHCID 5049266—
ProductN,N-DimethylanilineHCID 949—
Product1,2-DiethenylbenzeneHCID 66666—
Product4-Methylaniline;bis(propan-2-ol)HCID 57358040—

Reaction Steps

A benzylidenecyanoacetate-capped PLURACOL HP1250D was made as described in Example 1. An adhesive composition was made by mixing 39.25 weight percent of the benzylidenecyanoacetate-capped PLURACOL HP1250D, 39.25 weight percent vinyl toluene, 4.00 weight percent of the reaction product of caprolactone, phosphorus pentoxide and 2-hydroxyethylacrylate (commercially available from Nippon Kayaku Co. under the trade designation KAYAMER PM 21), 3.00 weight percent divinyl benzene, 1.40 weight percent diisopropanol-p-toluidine, 0.60 weight percent dimethyl aniline and 5.00 weight percent silica to form side A. 7.50 weight percent benzoyl peroxide initiator then was mixed with side A and immediately thereafter the resulting adhesive was applied to five steel coupons that were bonded together to form lap shear joints as per ASTM D-1002-94. The lap shear joints were allowed to fully cure overnight and then tested according to ASTM D-1002-94. The joints exhibited an average strength of 1241 psi and an adhesive failure mode (in other words, the adhesive failed before any destruction of the steel). Weight percents are based on the total amount of sides A and B.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06515078B1
Source datasetuspto-grants-2003_02
ORD IDord-f639e1a5f4194e04b5ea5f230312b484
Source noteuspto-grants-2003_02