Acetylene → 1,4-Diphenyl-1,3-butadiyne

HRID 2398931ノート

反応式

HRID 2398931 の反応式
[C:1]1([C:7]#[C:8][C:9]#[C:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[C:25]#[CH:26])#C.[C:27]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=C[CH:28]=1.C#C>C1C=CC=CC=1.CO.ClC1C=CC=CC=1>[C:1]1([C:7]#[C:8][C:9]#[C:10][C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:25]([C:20]1[CH:19]=[CH:24][C:23]([C:27]#[CH:28])=[CH:22][CH:21]=1)#[CH:26]

参加物

9

反応物 4

HCID 6326AcetyleneHCID 11776TriphenylphosphineHCID 701741,4-Diphenyl-1,3-butadiyneHCID 1408621,2-Diethynylbenzene4 回

生成物 2

HCID 701741,4-Diphenyl-1,3-butadiyneHCID 1204631,4-Diethynylbenzene

試薬・触媒・溶媒 3

HCID 241Benzene溶媒3 回HCID 887Methanol溶媒HCID 7964Chlorobenzene溶媒

実験手順

A copolymer prepolymer of diphenylbutadiyne and p-diethynylbenzene was prepared in refluxing benzene solvent. The polymerization vessel was charged with 63 parts of diphenylbutadiyne, 2 parts of diethynylbenzene, 600 parts of benzene, and 2 parts of chlorobenzene. After heating to reflux, 2 parts of a catalyst mixture prepared by mixing 2 parts of nickelacetylacetonate and 4 parts of triphenylphosphine in 20 parts of benzene were added. After 1 hour, an additional 10 parts of diethynylbenzene was added. After 2 hours, 10 parts of diethynylbenzene and 2 parts of catalystsolution were added. After 3 hours, 20 parts of diethynylbenzene and 4 parts of catalyst solution were added. After a total reaction period of 7 hours, gas-liquid chromatographic analysis of the reaction mixture showed that 10% of each of the monomeric components remained. The solution was added to 5 times its volume of methanol, and 77 parts of the copolymer wasprecipitated. It had an acetylene content of 8.4% and an aromatic to olefin hydrogen ratio of 8:1.

後処理

  1. temperatureAfter heating
  2. temperatureto reflux
  3. custom2 parts of a catalyst mixture prepared
  4. additionwere added
  5. waitAfter 2 hours
  6. waitAfter 3 hours
  7. customAfter a total reaction period of 7 hours, gas-liquid chromatographic analysis of the reaction mixture

出典と根拠

ORDレコード
ord-f47a3dfc2fa04242989ecf1593667680
出典データセット
uspto-grants-1977_05
特許番号
US04026861

反応ノート

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