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Benzoyl Peroxide → Tin acrylate methacryloxypropyltrimethoxysilane

HRID 22155
Notes
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Reaction equation

HRID 22155 reaction equation
[Sn:1].[C:2]([O-:6])(=[O:5])[CH:3]=[CH2:4].[C:7]([O:12][CH2:13][CH2:14][CH2:15][Si:16]([O:21][CH3:22])([O:19][CH3:20])[O:17][CH3:18])(=[O:11])[C:8]([CH3:10])=[CH2:9].C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C1C=CC=CC=1>[Sn:1].[C:2]([O-:6])(=[O:5])[CH:3]=[CH2:4].[C:7]([O:12][CH2:13][CH2:14][CH2:15][Si:16]([O:21][CH3:22])([O:17][CH3:18])[O:19][CH3:20])(=[O:11])[C:8]([CH3:10])=[CH2:9]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 173183-(Trimethoxysilyl)propyl methacrylateHCID 86748750CID 86748750

Product 1

HCID 86748749Tin acrylate methacryloxypropyltrimethoxysilane

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Raw uncoated rock (100 grams, Little Rock 11-grade) was combined with TiO2 (0.75 gram) and kaolin clay (1.33 gram) into a 500 ml beaker and mixed until the pigments were well dispersed onto the rock surface. In a separate vial, distilled water (0.9 gram) and fluorochemical surfactant (0.09 gram) were added together and mixed. In the same manner, the tin-acrylate monomer (1.5 gram, 4.0×10-3 mole), methacryloxypropyltrimethoxysilane monomer (1.50 g, 6.03×10-3 mole; Petrarch, Lot #110297), and benzoyl peroxide (0.03 gram, 1.24×10-4 mole) were combined along with 1 ml of benzene. The two solutions were then added to the raw rock mixture in small portions with stirring until all of the rock had been uniformly coated. The coated material was then placed in a 80° C. oven for 2-3 hours to initiate the polymerization. The granules were removed from the oven, quenched with 2-3 ml of water, and returned to the oven to cure overnight. Alkalinity (5 minute)=0.5 (acid); 15-minute=0.40 (acid); 21 hour=0.60 (acid). Water Repellency: >60 minutes. Reverse Wettability: 100-0. Colorimetric Data: L,=64.21, a,=-1.57, b,=-2.11. Stain: 0.23. Adhesion 7-Day Wet (based on average of seven samples)=0.40 gram.

Workup

  1. additionmixed until the pigments
  2. additionwere well dispersed onto the rock surface
  3. distillationIn a separate vial, distilled water (0.9 gram) and fluorochemical surfactant (0.09 gram)
  4. additionwere added together
  5. additionmixed
  6. additionThe two solutions were then added to the raw rock mixture in small portions
  7. customwas then placed in a 80° C.
  8. customfor 2-3 hours
  9. customthe polymerization
  10. customThe granules were removed from the oven
  11. customquenched with 2-3 ml of water
  12. customAlkalinity (5 minute)=0.5 (acid)
  13. custom15-minute=0.40 (acid)
  14. custom21 hour=0.60 (acid)
  15. custom>60 minutes

Sources & evidence

ORD record
ord-b04e0ce1723d4b59be065f2b6d954fec
Source dataset
uspto-grants-1995_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05427793

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes