Classifications

• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
  • C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
• • 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
  • 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
  • C08K5/0058—Biocides
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
• • D—TEXTILES; PAPER
  • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
  • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
  • D01F1/00—General methods for the manufacture of artificial filaments or the like
  • D01F1/02—Addition of substances to the spinning solution or to the melt
  • D01F1/10—Other agents for modifying properties
  • D01F1/103—Agents inhibiting growth of microorganisms
• • 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
  • C08K5/16—Nitrogen-containing compounds
  • C08K5/20—Carboxylic acid amides
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
  • C08L77/06—Polyamides derived from polyamines and polycarboxylic acids
• • 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
  • Y10T428/2929—Bicomponent, conjugate, composite or collateral fibers or filaments [i.e., coextruded sheath-core or side-by-side type]
• • 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
  • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
  • Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
  • Y10T442/2525—Coating or impregnation functions biologically [e.g., insect repellent, antiseptic, insecticide, bactericide, etc.]

Definitions

• TITLE POLYMER COMPOSITIONS WITH ANTIMICROBIAL PROPERTIES FIELD OF THE INVENTION This invention relates to the field of polymer compositions, preferably polyesters, having nonleachable antimicrobial properties, and suitable for use in manufacturing fibers, fabrics, films, and other useful articles. Specifically, it relates to the articles and methods of making such compositions, and in particular to articles suitable for apparel, flooring, and non-woven fabrics. BACKGROUND OF THE INVENTION With recent advancements in medical knowledge, there is an increased awareness of the need for utilizing all possible measures to protect health. Such measures may include a need for apparel, carpeting, and other materials that help protect against infection from pathogenic agents such as bacteria.
• compositions containing X mol% of a polyester may comprise X mol% of one polyester or X mol% total of different polyesters.
• polymeric additive means one or more polymeric additives.
• One aspect of the invention relates to a dyed article comprising: a) a polymer composition comprising at least one polyester, at least one polyether, at least one polycarbonate, at least one polyolefin, or combinations thereof; and b) from 0.1 to less than 2.0 mol% of a polymeric additive comprising repeating units having the formula or salts thereof, wherein A, B, and Q, independently, are aliphatic or aromatic substituents provided that at least four carbon atoms separate any two nitrogen groups, R is an aliphatic or aromatic group or hydrogen, a is 1 to about 5, and n is 3 to about 10,000; and wherein the nitrogen groups remain available for interaction with negatively charged functionalities.
• A, B, and Q independently, are aliphatic or aromatic substituents provided that at least four carbon atoms separate any two nitrogen groups
• R is an aliphatic (preferably non-cyclic alkyl) or aromatic group (preferably aryl) or hydrogen
• a is 1 to about 5
• n is 3 to about 10,000
• the nitrogen groups remain available for interaction with negatively charged functionalities.
• the tertiary amine group will interact with negatively charged functionalities. Even in a mild acidic environment, the tertiary amine group can be easily protonated and can interact with the negatively charged bacteria cell wall, for example.
• the polymeric additive can be a polymer consisting essentially of or consisting of the repeating units shown above.
• the M n is even more preferably in a range of from 25,000 to 35,000, with an M n range of from about 28,000 to about 29,000 most preferred.
• the polymeric additive is prepared as described in commonly assigned U.S. Patent No. 6,723,799.
• the polymeric additive containing secondary amine units is prepared by polymerizing a dicarboxylic acid and a polyamine containing secondary amine units.
• incorporating an effective amount of polymeric additive into the polymer composition results in an antimicrobial polymer composition having about 0.1 to about 15 mol%, more preferably about 0.5 to about 7 mol%, even more preferably about 0.7 to about 2 mol% of secondary or tertiary amine units, based on the number of repeat units in the antimicrobial polymer composition including the polymer composition and the polymeric additive.
• Polyester or nylon compositions of the invention can be used to produce antimicrobial, shaped articles, including high strength shaped articles.
• melt-spun filaments having a tenacity of 2.0 g/d or more and a dye exhaustion of 30%-90% or higher, preferably 60%-95% or higher are obtained.
• polytrimethylene terephthalate is generally considered a difficult polyester to spin into high strength fibers or filaments.
• An added difficulty is that the use of additives to enhance one property of a polymer, e.g., antimicrobial properties, often negatively affects other properties such as processability and strength.
• antimicrobial, high strength polyalkylene terephthalates for example poly(trimethylene) terephthalate, fibers are obtained.
• the fungi suspended in 2 mL of phosphate buffer, were shaken with 20 mg samples on a VWR orbital shaker. Enumerations were performed by plating on Trypticase Soy Agar (TSA, BBL) plates after ⁇ 48 h incubation at 30 °C. Dacron® fibers containing DC-5700 were used as the positive control. Untreated Dacron® fibers served as the negative control.
• TSA Trypticase Soy Agar
• Dacron® fibers containing DC-5700 were used as the positive control.
• Untreated Dacron® fibers served as the negative control.
• the antimicrobial activity of a specimen is reported using kt, the death rate constant, and ⁇ t, the activity constant, where t is the contact time.
• the death rate constant k t is a measure of the antimicrobial activity based upon the exponential reduction of a starting microbial population.
• EXAMPLE 8E 3GT copolymer was prepared using 4 mol% tertiary amine (Me- BHMT; based on the total moles of polymer repeating units including the repeating units of polymeric additive) in the polymeric composition. The copolymer was melt extruded and the pellets were dried and spun into fibers. The samples were tested for antifungal efficacy. Results are shown in Table 9.

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• Chemical & Material Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Health & Medical Sciences (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Organic Chemistry (AREA)
• Engineering & Computer Science (AREA)
• Biodiversity & Conservation Biology (AREA)
• Life Sciences & Earth Sciences (AREA)
• Manufacturing & Machinery (AREA)
• General Chemical & Material Sciences (AREA)
• Textile Engineering (AREA)
• Artificial Filaments (AREA)
• Compositions Of Macromolecular Compounds (AREA)
• Agricultural Chemicals And Associated Chemicals (AREA)
• Polyamides (AREA)

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• 2004
  • 2004-06-04 US US10/861,943 patent/US20050272336A1/en not_active Abandoned
• 2005
  • 2005-04-06 WO PCT/US2005/011665 patent/WO2005100475A1/en not_active Ceased
  • 2005-04-06 JP JP2007515070A patent/JP2008501820A/ja active Pending
  • 2005-04-06 EP EP20050732518 patent/EP1756220A1/en not_active Withdrawn
  • 2005-04-06 CA CA 2564608 patent/CA2564608A1/en not_active Abandoned
  • 2005-04-06 MX MXPA06013839A patent/MXPA06013839A/es unknown
  • 2005-04-06 KR KR1020077000098A patent/KR20070034042A/ko not_active Withdrawn
  • 2005-04-06 CN CNA2005800181951A patent/CN1965029A/zh active Pending
  • 2005-05-13 TW TW094115485A patent/TW200613438A/zh unknown

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