Classifications

• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
  • C08K5/00—Use of organic ingredients
  • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
  • C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
• • 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
  • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
  • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
  • C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
  • C08G63/16—Dicarboxylic acids and dihydroxy compounds
  • C08G63/20—Polyesters having been prepared in the presence of compounds having one reactive group or more than two reactive groups
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/13—Hollow or container type article [e.g., tube, vase, etc.]
  • Y10T428/1334—Nonself-supporting tubular film or bag [e.g., pouch, envelope, packet, etc.]
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/13—Hollow or container type article [e.g., tube, vase, etc.]
  • Y10T428/1352—Polymer or resin containing [i.e., natural or synthetic]
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/13—Hollow or container type article [e.g., tube, vase, etc.]
  • Y10T428/1352—Polymer or resin containing [i.e., natural or synthetic]
  • Y10T428/139—Open-ended, self-supporting conduit, cylinder, or tube-type article

Definitions

• E is an aliphatic, cycloaliphatic, aromatic or a mono-, di- or poly-sucrose moiety; with the proviso that, if n is 3 or 4 and E is an aliphatic moiety, then additionally at least one sterically hindered hydroxyphenylalkylphosphonic ester or monoester is present; b) a compound of the formula II
• R 3 , R and R 5 independently of each other are C C ⁇ oalkyl, phenyl or C C alkyl substituted phenyl, c) a sterically hindered amine which comprises at least a radical of the formula IV or V
• G is hydrogen or methyl
• G T and G 2 are hydrogen, methyl or together are oxygen, d) a polyacrylamide of the formula VI
• R and R' 2 are independently of each other hydrogen, d-C ⁇ alkyl, phenyl or d-C 4 - alkyl substituted phenyl; biphenyl, naphthyl, -CH 2 -O-C ⁇ -C 20 alkyl or or R. and R' 2 together are a radical of the formula III R ⁇ —CH-O— CH— O— CH- (III); or 3 I
• R'. and R' 2 together with the nitrogen atom to which they are attached form an unsub- stituted or C ⁇ -C 4 alkyl substituted imidazolyl, pyrrolyl, pyrrolidonyl, piperidinyl or pipe- razinyl ring; and q is 5 to 300000; or a polyacrylamide copolymer wherein the comonomer is an acrylic acid, an acrylic acid salt or an acrylic ester; or e) hydroxylamines and/or nitrones.
• component (d) is acrylic acid or an acrylic ester.
• Also of interest is a process comprising in addition to components (a), (b), (c), (d) or (e) at least one sterically hindered hydroxyphenylalkylphosphonic ester or monoester [component (f)L
• Components (a), (b), (c), (d) or (e) and optionally the sterericlly hindered hydroxyphenylalkylphosphonic ester or monoester are used for example in an amount of 0.005 to 1 % by total weight of the reactants, preferably in an amount of 0.01 to 0.30 % by total weight of the reac- tants.
• a preferred sterically hindered hydroxyphenylalkylphosphonic ester or monoester is a compound of the formula VII
• R 8 is d-C 20 alkyl, unsubstituted or C C alkyl-substituted phenyl or naphthyl,
• M r+ is an r-valent metal cation
• p is 1 , 2, 3, 4, 5 or 6, and r is 1 , 2 or 3.
• the compound of the formula P1 is commercially available as Irganox 1425 (RTM) and that of the formula P2 is commercially available as Irganox 1222 (RTM) both from Ciba Specialty Chemicals Inc..
• such diols are for example ethylene glycol, diethylene glycol, triethylene glycol, propane-1 ,3-diol, propane -1 ,2-diol, butane-1 ,4-diol, pentane-1 ,5-diol, hexane-1 ,6-diol, 1,4- cyclohexanedimethanol, 3-methylpentane-2,4-diol, 2-methylpentane-1 ,4-diol, 2,2-diethylpro- pane-1 ,3-diol, 1 ,4-di-(hydroxyethoxy)benzene, 2,2-bis(4-hydroxycyclohexyl)-propane, 2,4- dihydroxy-1 ,1 ,3,3-tetramethylcyclobutane, 2,2-bis-(3-hydroxyethoxyphenyl)propane, 2,2-bis- (4-hydroxypropoxyphenyl)ethane and mixtures thereof
• esterification and transesterification processes are carried out in the presence of a catalyst.
• these steps may also be carried out in a continuous process.
• the continuous process disclosed in WO-A-97/44376 is conducted by combining the diol with the diacid or diester at a temperature of about 240 to 290°C and at a pressure of from about 30 to 600 kPa for about 1 to 5 hours to yield low molecular weight oligomers and water.
• a continuous feed of reactants is used employing a molar ratio of diol to diacid or diester of from about 1.0 to 1.6. The water or alcohol so produced is removed as the reaction proceeds.
• the polycondensation reaction begins in a first vessel operated at a pressure range of from about 0 to 10 kPa.
• Diol produced in the polycondensation is removed from the polyester melt using an applied vacuum.
• the polyester melt is typically agitated to allow the diol to escape from the polyester melt.
• the molecular weight and thus the intrinsic viscosity of the polyester melt increases.
• the temperature of each vessel is generally increased and the pressure decreased to allow greater polymerization in each successive vessel.
• the final vessel is generally operated at a pressure of from about 0 to 5.5 kPa.
• Each of the polymerization vessels communicates with a flash vessel. The retention time in the polymerization vessels and the feed ratio of the reactants into the continuous process are determined in part based on the target molecular weight of the polyester.
• R-i is hydrogen, d-C ⁇ 2 alkyl, phenyl, biphenyl, naphthyl, -CH 2 -O-C C ⁇ 2 alkyl or
• T 2 is hydrogen, or independently has the same meaning as T_.
• Li is straight or branched chain alkyl of 1 to 36 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, aralkyl of 7 to 9 carbon atoms, or said aralkyl substituted by one or two alkyl of 1 to 12 carbon atoms or by one or two halogen atoms;
• nitrones of component (e) may be for example as described in U.S. 4,898,901.
• acetaldehyde in the samples is confirmed by three different detectors.
• the ration of peak areas for the known PET resin and for the experimental PET resins are compared and the amount of acetaldehyde in the experimental PET can be obtained.
• a commercially available standard of acetaldehyde in water may be used to establish calibration of the GC-MS.
• Example 1 Preparation of polyethylene terephthalate.
• Compound 130 is N,N-dioctadecylhydroxylamine.
• the target intrinsic viscosity value of 0.80 +/- 0.02 is achieved by adjusting the solid state polycondensation processing conditions like for example time and temperature.
• the content of acetaldehyde after solid state polycondensation of Examples 1 b - 1q is proven to be below 1 ppm in all samples.
• Examples 1a, 1b, 1d, 11, 1o and 1q which were treated under solid state polycondensation condition were additionally melt extruded in a Leistritz 18 mm co-rotating, intermeshing twin screw extruder at a temperature range of 280 - 284°C. From these extruded polyethylene terephthalate samples the content of acetaldehyde is measured. The results which are summarized in the last column of Table 1 clearly reveal that a significant reduction of the rebuilding of acetaldehyde during extrusion is observed in Examples 1 b, 1d, 11, 1o and 1q according to the invention which contain a stabilizer in comparison to Example 1a which does not contain a stabilizer.

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• Chemical & Material Sciences (AREA)
• Health & Medical Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Organic Chemistry (AREA)
• Polyesters Or Polycarbonates (AREA)
• Compositions Of Macromolecular Compounds (AREA)

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• 2002
  • 2002-03-19 EP EP02732499A patent/EP1373395B1/en not_active Expired - Lifetime
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