endo-Dicyclopentadiene → Formaldehyde

HRID 634043Notes

Reaction equation

HRID 634043 reaction equation
[CH2:1]1[CH:5]2[C@@H:6]3[CH:10]=[CH:9][C@H:8]([CH:4]2[CH:3]=[CH:2]1)[CH2:7]3.[O:11]1[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2C=C[NH:12]1>>[CH2:1]1[CH:5]2[C@@H:6]3[CH:10]=[CH:9][C@H:8]([CH:4]2[CH:3]=[CH:2]1)[CH2:7]3.[C:16]1([OH:11])[CH:17]=[CH:18][CH:19]=[CH:20][CH:15]=1.[NH2:12][C:4]1[CH:8]=[CH:9][CH:10]=[CH:6][CH:5]=1.[CH2:16]=[O:11]

Participants

5

Procedure

Referring to FIG. 1, there is shown a flow chart of a method of manufacturing a copolymer of DCPD-containing benzoxazine (DCPDBz) and cyanate ester resin according to an embodiment of the present invention. As shown in the diagram, the process flow of the method is as follows: 10.0 g of DCPD-phenol oligomer (0.5 mole equivalent), 4.656 g of aniline (0.5 mole), and 3.0 g of paraformaldehyde (1.0 mole) are provided (S110) and then introduced to 200 mL of toluene (S120) to form a first solution (S130), and then the first solution undergoes a reaction at 110° C. and for 8 hours before being extracted and baked (S140). The extraction is carried out thrice each with 1M sodium hydroxide (NaOH) and deionized water. The extract undergoes precipitation and rinsing carried out with hexane before being put in a vacuum oven to undergoing a baking process, and in consequence the DCPDBz produced has a yield of 70% or so. The reaction pathway is expressed with Formula 1, and its product analysis is depicted with FIG. 2 which is 1H NMR spectrum of the DCPDBz. The process flow of the method continues as follows: DCPDBz and cyanate ester are provided (S150), mixed at 150° C. (S160), and heated at three temperatures, namely 180° C., 200° C., and 220° C., successively, each for 2 hours (S170), to produce a low dielectric copolymer of DCPDBz and cyanate ester resin (S180).

Sources & evidence

ORD record
ord-2553a6e6e6d84defad577dedb2386862
Source dataset
uspto-grants-2016_04
Patent number
US09321889B1

Reaction notes

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