Classifications

• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
  • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
  • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • D06M15/507—Polyesters
  • D06M15/513—Polycarbonates
• • 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
  • C08G64/18—Block or graft polymers
  • C08G64/183—Block or graft polymers containing polyether sequences
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
  • C10M107/20—Lubricating compositions characterised by the base-material being a macromolecular compound containing oxygen
  • C10M107/30—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • C10M107/32—Condensation polymers of aldehydes or ketones; Polyesters; Polyethers
  • C10M107/34—Polyoxyalkylenes
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M7/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made of other substances with subsequent freeing of the treated goods from the treating medium, e.g. swelling, e.g. polyolefins
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
  • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • C10M2209/11—Complex polyesters
  • C10M2209/111—Complex polyesters having dicarboxylic acid centres
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
  • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • C10M2209/11—Complex polyesters
  • C10M2209/112—Complex polyesters having dihydric acid centres
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
  • C10N2040/00—Specified use or application for which the lubricating composition is intended
  • C10N2040/46—Textile oils
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
  • D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions
• • 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
  • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
  • Y10T428/2913—Rod, strand, filament or fiber
• • 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
  • Y10T428/31504—Composite [nonstructural laminate]
  • Y10T428/31786—Of polyester [e.g., alkyd, etc.]

Definitions

• the invention relates to new water-soluble and biodegradable carbonic acid polyesters (polycarbonates) and their use as preparation and lubricants for synthetic yarns.
• the object of the invention was therefore to provide low-viscosity, water-soluble and biodegradable products with high wetting action and high thermal stability, which can be used as spin finishes, i.e. are suitable as preparation and lubricants for synthetic yarns.
• R 1 linear or branched, saturated or monounsaturated alkyl radical with 6 to 22 C atoms
• R 2 hydrogen or methyl group
• R 3 hydrogen or
• n integer from 0 to 10
• n integer from 5 to 16
• z integer from 1 to 3.
• the new, oligomeric, low-viscosity carbonic acid esters of polyalkylene glycols have a lower content than the products produced by conventional processes Freezing point, a more favorable consistency at room temperature, better hydrophilicity, show wetting effects and are biodegradable.
• the invention is based on the surprising finding that the introduction of ester groups in the form of carbonic acid ester groups leads to the condensation of water-insoluble primary alcohols and to a limited extent water-soluble ones
• Alkyl-poly-ethylene glycol ethers of such alcohols can be operated with polyalkylene glycol in such a way that there is no enhancement of the hydrophobic properties, as is customary for ester formations, and instead water-soluble compounds are formed.
• the monofunctional, primary alcohol limits the molecular weight of the entire molecule. This results in the following structures for the new fiber preparation: a) complete condensation:
• R 1 linear or branched, saturated or simple
• R 2 hydrogen or methyl group n: integer from 0 to 10,
• n integer from 5 to 16
• z integer from 1 to 3.
• the substituent R 2 contained in the polyalkylene glycol ether block can, if present several times, in each case be the same or different. In the latter case, there are adducts of ethylene and propylene oxide with block or random sequences.
• the molecule obtained by the complete condensation can be divided into a central, hydrophilic block and two terminal, hydrophobic residues. This explains the preferred use of polyethylene glycol as a condensation component. Adducts with propylene oxide contain at least 80 mol% of ethylene oxide, since otherwise the hydrophilicity and thus the wetting effect of the polycarbonate are weakened too much.
• the carbonic acid polyesters according to the invention can be obtained in a simple manner by transesterification of carbonic acid esters of low-boiling alcohols such as dimethyl carbonate and diethyl carbonate, with polyalkylene glycols and higher molecular weight alcohols or the corresponding alkyl (poly) ethylene glycol ethers with alkali analysis.
• the low molecular weight alcohol is distilled off via a fractionation column.
• the reaction can be carried out either with submission of portions or directly with the desired mixture of the hydroxy compounds. It is thus possible first to produce higher molecular weight dialkyl carbonate and then to further implement it with polyalkylene glycol and low molecular weight dialkyl carbonate until equilibrium.
• the alkaline catalyst must be filtered off since it is not soluble in the product and creates a cloudiness. This is also possible without problems if an alkaline earth metal oxide, such as CaO, is used as the transesterification catalyst.
• the high molecular weight dialkyl carbonates or the polycarbonates can be prepared on an industrial scale with a safety device in place by phosgenation of the alcohols and polyalkylene glycols.
• a diol is generally used as the starting substance, in the simplest case water or ethylene glycol.
• any other dihydric alcohol such as e.g.
• 1,2-propanediol, 1,3-propanediol, 1,2-butanediol, 1,4-butanediol, 1,5-hexylene glycol, diethylene glycol ether or triethylene glycol ether can be used.
• Bases such as sodium hydroxide, potassium hydroxide or mixtures thereof, and special metal complexes such as cobalt-hexacyano-cobaltate act as catalysts.
• the average molar mass of the polyether to be linked is limited to the maximum value of 300 according to the OH number, since higher molecular weight adducts cause the viscosity of the texturing oil to increase undesirably in the case of multiple linking.
• polyalkylene glycols made of ethylene and propylene oxide are used as the central block, there are no restrictions with regard to the molecular structure. Both blockais and random adducts can be used, whereby each divalent plank can form the central unit.
• synthetic, linear and branched primary alcohols with more than six carbon atoms such as hexanol, octanol, nonanol, decanol, undecanol, Dodecanol, tridecanol, tetradecanol, pentadecanol, hexadecanol, heptadecanol, octadecanol, nonadecanol, eicosanol, heneicosanol and docosanol as well as the linear alcohols obtained from natural fats capron alcohol, oenanthal alcohol, capryl alcohol, pelargon alcohol, lauryl alcohol, cap alcohol, alcohol alcohol, cap alcohol alcohol alcohol Behenyl alcohol as well as the monounsaturated such as oleyl alcohol are suitable. These can be used both in unchanged form and as hydroxyethyl ether
• the water-soluble polycarbonates according to the invention can be used without addition or in admixture with other components as a lubricant and preparation for synthetic fibers, especially for the process step of friction texturing.
• Common additional components are antistatic agents, anti-corrosion agents, anti-foaming agents, preservatives and possibly solubilizers.
• the polycarbonates are applied directly when the fibers are spun after leaving the spinning shaft by means of metering pumps or preparation rollers.
• the compounds can be applied in bulk or as an aqueous solution.
• emulsifiers no longer need to be added due to their good water solubility and wetting properties. Since the condensation products are fully biodegradable, there is also no environmental hazard if the preparation according to the invention is rinsed off partially from the fiber material in subsequent washing processes. Wastewater treatment can therefore follow the same standards as happen with the commercial washing and cleaning agents.
• Example 1 In a glass apparatus according to Example 1, 365 g of ethoxylated decanol (2 moles of ethylene oxide attached to Alfol 10 from Condea AG) with 150 g of dimethyl carbonate and 8 g of calcium oxide were slowly heated, first under reflux and then to 100 ° C., liberating methanol together distilled off with dimethyl carbonate. Then 600 g of polyethylene glycol (molecular weight 400) and 100 g of dimethyl carbonate were added and the mixture was treated as in Example 1. After filtering off the catalyst, a clear, thin and colorless oil resulted.
• Example 3 PEG 400 4 EO-ALFOL 10
• Example 4 PEG 600 n-dodecyl alcohol
• Example 5 PEG / PPG 600 2 EO-ALFOL 10
• Standard * Puropol FT 509 (Stockhausen GmbH). Since the product itself is not surface or surface active, 2% of a nonionic wetting agent (oxyethylated fatty alcohol, Intrasol FA 1218/10) was added.
• a nonionic wetting agent oxyethylated fatty alcohol, Intrasol FA 1218/10
• PES filaments (terephthalate, 167 dtex 32 f) were prepared with polycarbonate according to Examples 1 to 5 from an aqueous solution in such a way that an oil coating of 0.5% resulted.
• the coefficient of sliding friction was determined using an F-meter (from Rothschild), the friction body consisting of chromed and polished steel.
• Friction coefficient with a preload of 17cN Friction coefficient with a preload of 17cN:
• polyester POY (titer: 290 dtex 32 f):
• the preparation was applied immediately after the molten polymer emerged from the spinneret in the spinning shaft by metering a 10% strength aqueous solution using metering pumps.
• Cooling plate 1.5 m
• Friction unit 8 ceramic discs
• Viscosity (Brookf., MPa * s) 180 150 solid 210 solid surface tension (mN / m, 10%) 29 28 29 30 30 solubility in water, 10% - - - - - - - - clear - - - - - - - - - - - - - - Cracking residue (220oC, 24 h,%) 1 1 1 1 1 1 1 1

Landscapes

• Chemical & Material Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Health & Medical Sciences (AREA)
• Organic Chemistry (AREA)
• Engineering & Computer Science (AREA)
• Textile Engineering (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Oil, Petroleum & Natural Gas (AREA)
• General Chemical & Material Sciences (AREA)
• Emergency Medicine (AREA)
• Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
• Polyesters Or Polycarbonates (AREA)
• Lubricants (AREA)
• Biological Depolymerization Polymers (AREA)
• Artificial Filaments (AREA)
• Compositions Of Macromolecular Compounds (AREA)
• Polyethers (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
• Detergent Compositions (AREA)

Applications Claiming Priority (2)

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• 1991
  • 1991-04-27 DE DE4113889A patent/DE4113889C2/de not_active Revoked
• 1992
  • 1992-04-23 JP JP50849292A patent/JP2651510B2/ja not_active Expired - Lifetime
  • 1992-04-23 EP EP92909074A patent/EP0582602A1/de active Pending
  • 1992-04-23 ES ES92106958T patent/ES2136607T3/es not_active Expired - Lifetime
  • 1992-04-23 ES ES92909074T patent/ES2061417T1/es active Pending
  • 1992-04-23 AT AT92106958T patent/ATE182343T1/de not_active IP Right Cessation
  • 1992-04-23 DK DK92106958T patent/DK0511589T3/da active
  • 1992-04-23 EP EP19920106958 patent/EP0511589B1/de not_active Expired - Lifetime
  • 1992-04-23 WO PCT/EP1992/000894 patent/WO1992019664A1/de not_active Application Discontinuation
  • 1992-04-23 UA UA94041000A patent/UA39928C2/uk unknown
  • 1992-04-23 DE DE59209726T patent/DE59209726D1/de not_active Expired - Fee Related
  • 1992-04-23 US US08/140,048 patent/US5569408A/en not_active Expired - Fee Related
  • 1992-04-27 CN CN92103992A patent/CN1041837C/zh not_active Expired - Fee Related
  • 1992-05-08 TW TW081103600A patent/TW374778B/zh active
• 1994
  • 1994-04-29 GR GR940300019T patent/GR940300019T1/el unknown
• 1999
  • 1999-10-19 GR GR990402660T patent/GR3031566T3/el unknown

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