(1,1'-Biphenyl)-2-ol → HCID 131733568, compound

HRID 1748921Notes

Reaction equation

HRID 1748921 reaction equation
C1([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[OH:13])C=CC=CC=1.[CH:14]1[C:27]2[C:18](=[CH:19][C:20]3[C:25]([C:26]=2[CH2:28][OH:29])=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:17]=[CH:16][CH:15]=1.C(C1C=CC=CC=1C=C)=C.COCCOC>COC.CCCCCC>[C:8]1([OH:13])[CH:9]=[CH:10][CH:11]=[CH:12][CH:7]=1.[CH:17]([C:18]1[CH:19]=[CH:20][CH:25]=[CH:26][C:27]=1[CH:14]=[CH2:15])=[CH2:16].[CH:24]1[C:25]2[C:20](=[CH:19][C:18]3[C:27]([C:26]=2[CH2:28][OH:29])=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:21]=[CH:22][CH:23]=1

Participants

7

Reactant 4

HCID 7017(1,1'-Biphenyl)-2-olHCID 80711,2-DimethoxyethaneHCID 666661,2-DiethenylbenzeneHCID 738489-Anthracenemethanol

Product 1

HCID 131733568HCID 131733568, compound

Reagents, catalysts & solvents 2

HCID 8058HexaneSolventHCID 8254Dimethyl EtherSolvent

Conditions

Temperature
140 °C

Procedure

A solution was prepared consisting of 12.76 g (0.075 mol) 2-phenylphenol, 15.62 g (0.075 mol) 9-Anthracene Methanol, 9.76 (0.075 mol) divinylbenzene dissolved in 25 g cyclopepentyl methyl ether (CPME) and 90 g diethylelene glycol dimethyl ether (DEGME) and the mixture was stirred for 5 minutes in a 250 mL, 4 neck flask equipped with an overhead mechanical stirrer, condenser, thermo watch, Dean Stark trap and a nitrogen purge. After this time, 1.14 g of triflic acid was added to the stirred mixture and it was stirred for another 10 minutes. The temperature of the stirred mixture was then raised to 140° C. and heated for 3 hours. After cooling the reaction mixture and diluting it with 250 mL of CPME, it was transferred to a separating funnel, and washed with two aliquots of deionized (DI) water (2×200 mL). The polymer was precipitated by drowning into hexane and was filtered, washed and dried under vacuum. The polymer was dissolved in THF and isolated using hexane to remove all monomer and oligomers. The weight average molecular weight of the polymer was 1859, PD was 1.40.

Workup

  1. customA solution was prepared
  2. customequipped with an overhead mechanical stirrer, condenser
  3. customthermo watch, Dean Stark trap and a nitrogen purge
  4. additionAfter this time, 1.14 g of triflic acid was added to the stirred mixture and it
  5. temperatureheated for 3 hours
  6. temperatureAfter cooling the reaction mixture
  7. additiondiluting it with 250 mL of CPME, it
  8. customwas transferred to a separating funnel
  9. washwashed with two aliquots of deionized (DI) water (2×200 mL)
  10. customThe polymer was precipitated
  11. filtrationwas filtered
  12. washwashed
  13. customdried under vacuum
  14. dissolutionThe polymer was dissolved in THF
  15. customisolated
  16. customto remove all monomer and oligomers

Sources & evidence

ORD record
ord-99aa630770134766b8df2f749d65e8f7
Source dataset
uspto-grants-2015_10
Patent number
US09152051B2

Reaction notes

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