Classifications

• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
  • C08G64/02—Aliphatic polycarbonates
  • C08G64/0208—Aliphatic polycarbonates saturated
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
  • C08G64/02—Aliphatic polycarbonates
  • C08G64/0208—Aliphatic polycarbonates saturated
  • C08G64/0216—Aliphatic polycarbonates saturated containing a chain-terminating or -crosslinking agent
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
  • C08G64/02—Aliphatic polycarbonates
  • C08G64/0208—Aliphatic polycarbonates saturated
  • C08G64/0225—Aliphatic polycarbonates saturated containing atoms other than carbon, hydrogen or oxygen
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
  • C08G64/20—General preparatory processes
  • C08G64/30—General preparatory processes using carbonates
  • C08G64/302—General preparatory processes using carbonates and cyclic ethers
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
  • C08G64/20—General preparatory processes
  • C08G64/30—General preparatory processes using carbonates
  • C08G64/305—General preparatory processes using carbonates and alcohols
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
  • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
  • C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
  • C08G65/2603—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D11/00—Inks
  • C09D11/02—Printing inks
  • C09D11/10—Printing inks based on artificial resins
  • C09D11/102—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions other than those only involving unsaturated carbon-to-carbon bonds
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D169/00—Coating compositions based on polycarbonates; Coating compositions based on derivatives of polycarbonates

Definitions

• R 12 is C 1 -C 4 -alkyl or C 6 -C 10 -aryl, A 1 is a spacer or a single bond, m is zero or one,
• WO 02/092668 describes hyperbranched or dendrimeric polymers of multifunctional monomers which contain, for example, covalently bound oxidation stabilizers or thermal stabilizers.
• hyperbranched or dendrimeric polymers of multifunctional monomers for example, polyesters of 1, 1-dimethylolpropionic acid or polyethylene glycol and 1, 1-dimethylol propionic acid are proposed.
• the disclosed dendrimeric or hyperbranched polymers containing covalently bound, for example, oxidation stabilizers or thermal stabilizers show little tendency to migrate or bloom.
• the polymerization is usually carried out cationically; to be strong
• the conversion in the polymerization is usually not complete, but the POM crude still contains up to 40% unreacted monomers.
• Such residual monomers are, for example, trioxane and formaldehyde, and optionally co-used comonomers such as 1,3-dioxolane, 1,3-butanediol formal or ethylene oxide.
• the residual monomers are separated in a degassing device. It would be economically advantageous to recycle it directly into the polymerization.
• reagent (c) in the context of the present invention also referred to as reagent (c), wherein X 3 is a functional group selected from OH, SH, NH 2, NH -C 1 -C 4 -alkyl ky I, wherein Ci-C 4 - alkyl is selected from methyl, ethyl, n-propyl, iso-propyl, n Butyl, iso-butyl, sec-butyl and tert-butyl, such as NH-CH 3 , NH-C 2 H 5 , NH-nC 3 H 7 , NH-iso-C 3 H 7 , NH-nC 4 Hg , NH-iso-C 4 Hg, NH-SeC-C 4 Hg, NH-tert-C 4 Hg, furthermore isocyanate, epoxy such as
• spacers may be mentioned:
• R 6 is selected from hydrogen, C 1 -C 12 -alkyl, such as, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isobutyl, Pentyl, sec-pentyl, neo-pentyl, 1, 2-dimethylpropyl, iso-amyl, n-hexyl, iso-hexyl, sec-hexyl, n-heptyl, n-octyl, 2-ethylhexyl, n-nonyl, n-decyl; particularly preferably C 1 -C 4 -alkyl, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl and tert-
• saturated nitrogen-containing heterocycles are in particular those known as HALS (Hindered Amine Light Stabilizer) substituents of the formula Formula II a soeiw those of the formula II b,
• C 2 -C 8 acyl for example acetyl, propionyl, butyryl, benzoyl, stearyl,
• Subsequent functionalization can be obtained by reacting the hyperbranched polycarbonate according to the invention in an additional process step with a suitable functionalizing reagent which can react with the OH and / or carbonate or carbamoyl chloride groups of the polycarbonate.
• DABCO 1,4-di-aza- [2,2,2] -bicyclooctane
• DBN diazabicyclononene
• DBU diazabicycloundecene
• imidazoles such as imidazole , 1-methylimi
• the amount of compound (s) employed is from 0 to 50 mol% with respect to compound (a), preferably from 0 to 45 mol%, more preferably up to 40 mol% and very particularly preferably from 0 to 30 mol%. %.
• hyperbranched polycarbonates according to the invention with suitable solvents, colorants, optionally further binders and additives typical for printing inks, lacquers or coatings.
• suitable solvents, colorants, optionally further binders and additives typical for printing inks, lacquers or coatings.
• Printing inks, lacquers and coatings containing polycarbonates according to the invention have a particularly good adhesion to the substrates, in particular to wood, metals and / or polymers.
• hyperbranched polycarbonates according to the invention are suitable for the production of foams, in particular polyurethane foams.
• Hyperbranched polycarbonates according to the invention are very particularly suitable for the production and stabilization of thermoplastics or thermosets, especially for thermoplastic polyurethanes, polyamides, polyesters, polycarbonates, polystyrene and styrene copolymers, polyethylenes and polypropylenes, but especially also as break-off agents and especially for the production
• Another object of the present invention is the use of hyperbranched polycarbonates according to the invention as stabilizer for polyurethanes, polyamides, polyesters, polycarbonates, polystyrene and styrene copolymers, polyethylenes and polypropylenes and furthermore as a stopping agent for the preparation of polyoxymethylene
• inventive hyperbranched polycarbonates for example as terminators
• Polyoxymethylene homopolymers or copolymers are known as such and are commercially available.
• the polyoxymethylene homopolymers are prepared by polymerization of formaldehyde or trioxane;
• one or more comonomers are included in the preparation of the polyoxymethylene polymers.
• the comonomers are preferably selected from formaldehyde, trioxane and other cyclic or linear formals (acetals of formaldehyde) or other sources of formaldehyde.
• polyoxymethylene homo- and polyoxymethylene copolymers are to be subsumed under the name POM.
• Cyclohexane, halogenated aliphatic hydrocarbons, glycol ethers, cyclic carbonates, lactones, etc. may be used.
• Particularly preferred solvents are triglyme (triethylene glycol dimethyl ether), 1, 4-dioxane, 1, 3-dioxolane, propylene carbonate or ⁇ -butyrolactone.
• the number-average molecular weight M n of hyperbranched polycarbonate PC.2 according to the invention was 400 g / mol and the weight-average molecular weight M w was 1100 g / mol. Viscosity: 1050 mPa-s.
• hyperbranched polycarbonate according to the invention was metered into the polymer melt as 0.1% by weight solution in 1,3-dioxolane according to Table 1, so that hyperbranched polycarbonate according to the invention in 10-fold molar excess - Shot of piperidine end groups (PC.1 to PC.3) or imidazole end groups (PC.4) to the initiator was present.
• the residence time in the deactivation zone was 3 min.
• the extruder was operated at 190 0 C and a screw speed of 150 rpm and was equipped with vents which were operated at 250 mbar. In addition, it had a supply port for additives through which 0.5 kg / h of the anti-oxidant Irganox® 245 was metered. The product was discharged in a conventional manner, cooled and granulated.
• Antioxidant Irganox® 245 from Fa. Ciba a compound of the formula
• V-DA.1 4-amino-2,2,6,6-tetramethylpiperidine,
• lacquer components were used:
• the polymers of the invention PC.1 to PC.3 were used as a 50 wt .-% solution in n-butyl acetate.
• Table 3 Composition of the spray dilution (in parts by weight):
• the set paint system (clearcoat) was placed over a gauze in the paint container of the spray gun of Satajet 2000 HVLP and with an air pressure of 2 bar with a cloister on pattern sheets from VWR International GmbH, size 68 mm x 60 mm, front white printed, applied.
• the sprayed sample sheets were flashed for 30 minutes at room temperature and then baked at 80 0 C in a convection oven. Investigations on the paint film were made on the white part of the sheet. After cooling the pattern sheets, the gloss value of the paint film was measured at 20 ° or 60 ° with the gloss meter Byk Gardner, micro TRI gloss. This was followed by the yellow value measurement with the Spectraflash 600 from Data Colon.

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• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Health & Medical Sciences (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Materials Engineering (AREA)
• Engineering & Computer Science (AREA)
• Life Sciences & Earth Sciences (AREA)
• Wood Science & Technology (AREA)
• Polyesters Or Polycarbonates (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
• Paints Or Removers (AREA)
• Polyethers (AREA)
• Compositions Of Macromolecular Compounds (AREA)
• Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
• Polyurethanes Or Polyureas (AREA)

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• 2007
  • 2007-07-18 CN CN201210015407.2A patent/CN102585193B/zh active Active
  • 2007-07-18 AT AT07787685T patent/ATE474009T1/de active
  • 2007-07-18 BR BRPI0715474-7A patent/BRPI0715474A2/pt not_active IP Right Cessation
  • 2007-07-18 EP EP07787685A patent/EP2049584B1/de active Active
  • 2007-07-18 CN CN201510232281.8A patent/CN104910362A/zh active Pending
  • 2007-07-18 BR BRPI0722423-0A patent/BRPI0722423A2/pt not_active IP Right Cessation
  • 2007-07-18 WO PCT/EP2007/057427 patent/WO2008012252A1/de not_active Ceased
  • 2007-07-18 JP JP2009521227A patent/JP5322109B2/ja active Active
  • 2007-07-18 MX MX2009000067A patent/MX2009000067A/es active IP Right Grant
  • 2007-07-18 DE DE502007004412T patent/DE502007004412D1/de active Active
  • 2007-07-18 ES ES07787685T patent/ES2347715T3/es active Active
  • 2007-07-18 US US12/373,299 patent/US20090281274A1/en not_active Abandoned
  • 2007-07-18 CN CNA200780027626XA patent/CN101490133A/zh active Pending
• 2011
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• 2014
  • 2014-08-14 US US14/459,931 patent/US20140357833A1/en not_active Abandoned

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