Classifications

• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
  • C08F283/10—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polymers containing more than one epoxy radical per molecule
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F299/00—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers
  • C08F299/02—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates
  • C08F299/026—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates from the reaction products of polyepoxides and unsaturated monocarboxylic acids, their anhydrides, halogenides or esters with low molecular weight

Definitions

• a small amount of a functional monomer having a reactive group in addition to a polymerizable double bond can be included.
• monomers which have reactive radicals are acrylic acid, methacrylic acid, crotonic acid, itaconi ⁇ acid, 2-hydroxyethyl or propylacrylate, 2-hydroxyethyl methacrylate, t-butyl- aminoethyl methacrylate, ⁇ -isocyanatoethyl methacrylate, glycidyl acrylate, glycidyl methacrylate, glycol mono- esters of itaconic acid, methyl monoester of itaconic acid, acrylamide or substituted acrylamides, allyl alcohol, maleic acid, fumaric acid, and isopropenyl phenol.
• the ethylenically unsaturated polymerization system may optionally contain small amounts of from 0.1 to 2 percent by weight of a chain transfer agent based on the weight of ethylenically unsaturated monomer in the dispersed phase.
• Alkyl mercaptans having from one to twenty carbon atoms in the alkyl chain may be employed in the present invention.
• Representative mercaptans include ethyl mercaptan, propyl mercaptan, butyl mercaptan, hexyl mercaptan, octyl mercaptan, decyl mercaptan, dodecyl mercaptan, tetradecyl mercaptan, cetyl mercaptan, and stearyl mercaptan.
• Other chain transfer agents such as disulfides and halogenated compounds, especially chlorinated, brominated or iodinated compounds, can be used.
• the polymerization temperature to be employed will be above the softening point of the polyepoxide and generally above (although not necessarily so) the softening point of the particles of the dispersed phases.
• the stabilizer is most conveniently prepared in situ in the early stages of the preparation of the dispersion. In that instance a small amount, relative to the amount of polyepoxide, of the unsaturated oxirane- -active component is reacted with an amount of epoxy to result in a material having unsaturated groups and oxirane groups. The unsaturated group is further reacted with other ethylenically unsaturated materials to form polymeric stabilizers.
• the stability of the dispersion and the property enhancement due to the disperse phase will be optimized with particles that are less than about 20 microns (20 ⁇ m) .
• the cured products have improved toughness over those without the dispersed phase. Also, the heat distortion temperatures are improved over those exhibited by the products obtained by curing a polyepoxide contain ⁇ ing dissolved carboxylated rubbers as, for example, carboxy-terminated diene elastomers.
• Resin C is a polyglycidyl ether of a novolac of phenol and formaldehyde having an average number of phenols and thus an oxirane functionality of 3.6; an epoxide equivalent weight of from 175 to 182 and a viscosity at 25°C of between 30,000 and 90,000 centi- poises (30 and 90 Pa-s), sold commercially as D.E.N.® 438 epoxy novolac by The Dow Chemical Company.
• Resin B 1000 ⁇ g was charged into a reactor as described in Example 1.
• the epoxy resin was heated to 100° " C with stirring under air and A-l catalyst was added.
• the mixture was heated to 120°C with stirring for a one hour period.
• a solution of azobisisobutyronitrile (6 g), 2-ethylhexyl acrylate (300 g) and Resin B (200 g) was added over a one hour period. After heating for an additional hour at 120°C, the volatiles were removed under vacuum.
• the product was poured into bottles and allowed to cool.
• the level of acrylic acid was varied using, respectively 5 g, 10 g, 15 g, and 20 g.
• the stability increases with increasing acrylic acid.
• Resin D 1000 g was charged into a reactor as described in Example 1, and heated to 100°C.
• A-l catalyst 0.5 g
• MAA methacrylic acid
• the final product was a stable dispersion having a small particle size.
• the contents were heated to 120°C under a nitrogen atmosphere and a solution of azobisisobutyro ⁇ nitrile (3 g), 2-ethylhexyl acrylate (300 g), glycidyl methacrylate (10 g) and Resin A (200 g) was added over a 45-minute period. After heating for an additional 30 minutes, the product was stripped under vacuum. The final product was a stable dispersion.

Landscapes

• Chemical & Material Sciences (AREA)
• Health & Medical Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Organic Chemistry (AREA)
• Epoxy Resins (AREA)
• Compositions Of Macromolecular Compounds (AREA)
• Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
• Macromonomer-Based Addition Polymer (AREA)
• Graft Or Block Polymers (AREA)
• Paints Or Removers (AREA)
• Adhesives Or Adhesive Processes (AREA)
• Polymerisation Methods In General (AREA)

Priority Applications (2)

Applications Claiming Priority (2)

Publications (1)

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Family Applications (1)

Country Status (10)

Cited By (18)

Citations (5)

Family Cites Families (10)

• 1984
  • 1984-07-20 WO PCT/US1984/001157 patent/WO1985000610A1/en not_active Ceased
  • 1984-07-20 EP EP84903005A patent/EP0152425B1/en not_active Expired
  • 1984-07-20 DE DE8484903005T patent/DE3480543D1/de not_active Expired
  • 1984-07-20 AU AU31568/84A patent/AU561486B2/en not_active Ceased
  • 1984-07-20 JP JP59502915A patent/JPS60501363A/ja active Granted
  • 1984-07-20 BR BR8406989A patent/BR8406989A/pt not_active IP Right Cessation
  • 1984-07-20 IL IL72537A patent/IL72537A/xx not_active IP Right Cessation
  • 1984-07-24 CA CA000459510A patent/CA1246272A/en not_active Expired
  • 1984-07-24 ES ES534597A patent/ES8506776A1/es not_active Expired
  • 1984-07-25 IT IT22049/84A patent/IT1180204B/it active
• 1988
  • 1988-08-09 JP JP63198767A patent/JPH0681780B2/ja not_active Expired - Fee Related

Patent Citations (5)

Non-Patent Citations (1)

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