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New nitroxides have been developed for cost-effective application to
controlled free radical polymerization (CFRP) processes. Noveon, Inc. is now
making this technology available for purchase.
Piperazinone- and morpholone-based nitroxides and their adducts patented by
Noveon scientists provide superior polymerization rates in a range of
For both end-functional and block
copolymers, this technology enables improved properties across a range of
potential applications, including:
- Waterborne polyurethane dispersions and thermoplastic polyurethane
resins – Heat/UV resistance, hydrolytic stability, improved adhesion.
- Powder coatings – High-temperature properties; flow and cure
- Pressure-sensitive adhesives – flow properties; adhesive/cohesive
strength, UV/heat resistance.
- Textile binders/adhesives (upholstery and flock) – Adhesive strength,
- Film-to-film laminating & contact adhesives – Adhesion to a variety of
substrates; heat resistance
- Pigment printing binders, pigment dispersants – Adhesive strength,
flow, chemical resistance.
CFRP is a process-oriented technology that
facilitates the preparation of linear or branched polymers having narrow
molecular weight distributions and reactive end groups on each polymer
chain. The process can also produce block copolymers having unique
properties. Process conditions allow high (essentially 100%) conversions at
reasonable process temperatures (less than 130 degrees Celsius).
The Noveon process is ideal for producing acrylates, methacrylates, styrenes,
and dienes. Noveon nitroxides are particularly suited to emulsion or
Advantages of morpholone- and piperazinone-based
nitroxyl radicals and adducts include:
- Both nitroxides and their adducts are easy to handle crystalline
materials with good shelf life.
- Chemical structure of the nitroxides can be easily modified to provide
optimum hydrophilic/hydrophobic balance.
- Radicals are prepared by simple, high-yield process using readily
available, low-cost starting materials.
- Morpholones and piperazinones can be converted to their nitroxyl
radicals using well-known oxidation methods.
- Noveon nitroxides provide better control and higher conversion of
acrylic monomers compared to TEMPO-mediated reactions.
- Unlike TEMPO and its derivatives, these radicals enable controlled
synthesis of acrylate homo- and block-copolmers with narrow
Adducts derived from these radicals, in combination with a suitable
initiator for SFRP, are also effective in the controlled synthesis of
acrylate homo- and block-copolymers – and they are simple to prepare.
The technology is protected by US Patent
6,281,311 and equivalents in 17 countries. The patent, which originates to
Priority Application 08/828,991, was filed on March 31, 1997, and features
93 Claims; six are independent claims.