Dichlorodimethylsilane → HCID 131716978, compound

HRID 2248845Notes

Reaction equation

HRID 2248845 reaction equation
[CH3:1][C:2]1[C:3]([CH3:18])=[C:4]([CH3:17])[C:5]([CH3:16])=[C:6]([C:9]2[C:10]([OH:15])=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:7]=1O.C1([OH:27])C(C)=CC=CC=1C.C(N(CC)CC)C.[CH3:35][Si:36]([CH3:39])(Cl)Cl>C(O)(C)C.ClC1C=CC=CC=1Cl>[CH3:35][SiH:36]([CH3:39])[O:15][C:10]1[CH:11]=[CH:12][CH:13]=[C:14]2[C:9]=1[C:6]1[C:5]([CH3:16])=[C:4]([CH3:17])[C:3]3([CH3:18])[O:27][C:2]3([CH3:1])[C:7]=12

Participants

7

Reactant 4

HCID 6398DichlorodimethylsilaneHCID 8471TriethylamineHCID 113352,6-DimethylphenolHCID 21872923HCID 21872923, compound

Product 1

HCID 131716978HCID 131716978, compoundYield 92.6%

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolvent2×HCID 72391,2-DichlorobenzeneSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 300ml of ortho-dichlorobenzene, 24.2 grams (0.100 mole) of tetramethylbiphenol, 0.061 gram (0.0005 mole) of 2,6-xylenol and 21.8 grams (0.215 mole) of triethylamine was heated under a nitrogen atmosphere at 80° C. and 12.89 grams (0.100 mole) of dimethyldichlorosilane was added over a 10 minute period. The reaction mixture was then cooled and poured into 2,000 ml. of isopropanol to effect precipitation of product. There was obtained a white fibrous solid which was reslurried with 2,000 ml. of isopropanol. The product was then collected and pressed free of solvent with a dental dam. The product was then dried in a vacuum oven at 130° C. for 3 days. There was obtained 27.6 grams (92.6% yield) of a poly (dimethylsilyloxytetramethylbiphenyleneoxide) having a molecular weight of M(W)43,000. The polymer was molded in accordance with the method of Example 1. There was obtained a transparent tough film useful as a flame retardant dielectric material.

Workup

  1. temperatureThe reaction mixture was then cooled
  2. additionpoured into 2,000 ml
  3. customprecipitation of product
  4. customThere was obtained a white fibrous solid which
  5. customThe product was then collected
  6. customThe product was then dried in a vacuum oven at 130° C. for 3 days

Sources & evidence

ORD record
ord-494aa98de8af4906aa7337db9dfa4dee
Source dataset
uspto-grants-1991_08
Patent number
US05041514

Reaction notes

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