CN106592247A - Water-based polyurethane coating agent with good yellowing-resisting performance and preparation method thereof - Google Patents

Water-based polyurethane coating agent with good yellowing-resisting performance and preparation method thereof Download PDF

Info

Publication number
CN106592247A
CN106592247A CN201611205054.7A CN201611205054A CN106592247A CN 106592247 A CN106592247 A CN 106592247A CN 201611205054 A CN201611205054 A CN 201611205054A CN 106592247 A CN106592247 A CN 106592247A
Authority
CN
China
Prior art keywords
parts
coating agent
water
polyurethane coating
based polyurethane
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
CN201611205054.7A
Other languages
Chinese (zh)
Inventor
王强
查道友
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Anqing Decheng Chemical Co Ltd
Original Assignee
Anqing Decheng Chemical Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Anqing Decheng Chemical Co Ltd filed Critical Anqing Decheng Chemical Co Ltd
Priority to CN201611205054.7A priority Critical patent/CN106592247A/en
Publication of CN106592247A publication Critical patent/CN106592247A/en
Pending legal-status Critical Current

Links

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
    • D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
    • D06M15/576—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them containing fluorine
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/0804—Manufacture of polymers containing ionic or ionogenic groups
    • C08G18/0819—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups
    • C08G18/0823—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups containing carboxylate salt groups or groups forming them
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/2805—Compounds having only one group containing active hydrogen
    • C08G18/288—Compounds containing at least one heteroatom other than oxygen or nitrogen
    • C08G18/2885—Compounds containing at least one heteroatom other than oxygen or nitrogen containing halogen atoms
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3203—Polyhydroxy compounds
    • C08G18/3206—Polyhydroxy compounds aliphatic
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/34—Carboxylic acids; Esters thereof with monohydroxyl compounds
    • C08G18/348—Hydroxycarboxylic acids
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3878—Low-molecular-weight compounds having heteroatoms other than oxygen having phosphorus
    • C08G18/3882—Low-molecular-weight compounds having heteroatoms other than oxygen having phosphorus having phosphorus bound to oxygen only
    • C08G18/3885—Phosphate 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3878—Low-molecular-weight compounds having heteroatoms other than oxygen having phosphorus
    • C08G18/3889—Low-molecular-weight compounds having heteroatoms other than oxygen having phosphorus having nitrogen in addition to phosphorus
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/4825—Polyethers containing two hydroxy groups
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • C08G18/6666—Compounds of group C08G18/48 or C08G18/52
    • C08G18/6692—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/34
    • 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
    • C08K13/00—Use of mixtures of ingredients not covered by one single of the preceding main groups, each of these compounds being essential
    • C08K13/02—Organic and inorganic ingredients
    • 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
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/20—Oxides; Hydroxides
    • C08K3/22—Oxides; Hydroxides of metals
    • 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
    • C08K5/04—Oxygen-containing compounds
    • C08K5/05—Alcohols; Metal alcoholates
    • C08K5/053—Polyhydroxylic alcohols
    • 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
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04—Polyurethanes
    • C09D175/08—Polyurethanes from polyethers
    • 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
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/16—Antifouling paints; Underwater paints
    • C09D5/1656—Antifouling paints; Underwater paints characterised by the film-forming substance
    • C09D5/1662—Synthetic film-forming substance
    • 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
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/18—Fireproof paints including high temperature resistant paints
    • 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
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/60—Additives non-macromolecular
    • C09D7/61—Additives non-macromolecular inorganic
    • 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
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/60—Additives non-macromolecular
    • C09D7/63—Additives non-macromolecular organic
    • 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
    • D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
    • D06M11/32—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond
    • D06M11/36—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond with oxides, hydroxides or mixed oxides; with salts derived from anions with an amphoteric element-oxygen bond
    • D06M11/44—Oxides or hydroxides of elements of Groups 2 or 12 of the Periodic Table; Zincates; Cadmates
    • 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
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/144—Alcohols; Metal alcoholates
    • D06M13/148—Polyalcohols, e.g. glycerol or glucose
    • 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
    • D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
    • D06M15/579—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them modified by compounds containing phosphorus
    • 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
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/20—Oxides; Hydroxides
    • C08K3/22—Oxides; Hydroxides of metals
    • C08K2003/2296—Oxides; Hydroxides of metals of zinc
    • 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
    • C08K2201/00—Specific properties of additives
    • C08K2201/011—Nanostructured additives
    • 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
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16—Synthetic fibres, other than mineral fibres
    • D06M2101/30—Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M2101/32—Polyesters
    • 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
    • D06M2200/01—Stain or soil resistance
    • 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
    • D06M2200/25—Resistance to light or sun, i.e. protection of the textile itself as well as UV shielding materials or treatment compositions therefor; Anti-yellowing treatments
    • 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
    • D06M2200/30—Flame or heat resistance, fire retardancy properties

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Materials Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Textile Engineering (AREA)
  • Emergency Medicine (AREA)
  • Manufacturing & Machinery (AREA)
  • Inorganic Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

The invention discloses a water-based polyurethane coating agent with good yellowing-resisting performance. The water-based polyurethane coating agent is prepared from the following raw materials in parts by weight: 40 to 60 parts of toluene diisocyanate, 15 to 30 parts of polyether glycol, 7 to 12 parts of phosphoric trichloride, 5 to 10 parts of hydroxyethyl methacrylate, 20 to 40 parts of anhydrous diethyl ether, 20 to 35 parts of triethylamine, 7 to 14 parts of diethanolamine, a proper amount of methanol, 3 to 7 parts of 1,4-butanediol, 2 to 6 parts of dihydromethyl propionic acid, 5 to 12 parts of perfluoroalkyl ethanol, a proper amount of acetone, a proper amount of ethanol, 2 to 5 parts of pentaerythrotol, 2 to 5 parts of nano zinc oxide, 0.5 to 1 part of sodium dodecylbenzene sulfonate, 1 to 2 parts of an ultraviolet adsorbent UV-327 and a proper amount of distilled water. According to the water-based polyurethane coating agent, a phosphonate flame-retarding intermediate is introduced into a macromolecular chain of polyurethane to form a halogen-free, low-toxin and flame-retarding macromolecule; after the coating agent is applied, sponge, textiles and the like have relatively high flame-retarding performance; meanwhile, a fluorine element is introduced into a water-based polyurethane molecule, so that the water resistance of the water-based polyurethane coating agent is improved.

Description

Excellent Aqueous Polyurethane Coating Agent of a kind of anti-yellowing property and preparation method thereof
Technical field
The present invention relates to aqueous polyurethane flame retardant coating agent and preparation method thereof, more particularly to a kind of anti-yellowing property is excellent Aqueous Polyurethane Coating Agent and preparation method thereof.
Technical background
Sponge runs into naked light and easily burns, such as in sponge surface after special polyurethane material is processed, sponge table Face can be good flame retardant effect.It is conventionally used to mechanical shockproof, the sponge surface coating treatment of heat-insulating flame-retardant is mostly that oiliness is gathered Urethane, it is well known that the VOC in oiliness Polyurethane impairs human body health, with the enhancing of mankind's environmental consciousness, seeks The sponge surface coating of environmental protection is imperative.
Antiflaming finishing agent, is that one kind can give fabric, sponge etc. also known as fire retardant, incombustible agent, fire-proofing chemical or fireproof agent The functional aid of combustibles flame retardancy；It is divided into additive flame retardant and reactive flame retardant according to its application mode.With respect to filler For flame-retarded technology, reaction-type flame-retarding technology can more reach the hypotoxic target of the low smoke of efficient high fire-retardance.Reaction-type flame-retarding skill Art is by by ignition-proof element（Halogen, phosphorus, antimony, silicon, nitrogen）It is introduced in combustibles face coat so as to reach fire-retardant purpose.
Yu Danqi, Chen Guoqiang et al. are at it《The synthesis of new phosphorus flame retardant and the microwave grafting to real silk》In one text, The phosphoric acrylic ester with double bond is synthesized in two steps using phosphorus oxychloride and hydroxyethyl methylacrylate, absolute methanol has Machine phosphorus flame retardant, carries out graft copolymerization process to real silk using the method for microwave exposure afterwards, obtains preferable fire resistance, And fabric still has preferable anti-flammability after washing 30 times, illustrates that the durability of this kind of flame-proof treatment is preferable.
The present invention introduces terminal hydroxy group on phosphoric acrylic ester chain, and part replaces polyhydric alcohol to react with isocyanates, poly- Phosphonate Flame Retardant intermediate is introduced in the macromolecular chain of urethane, Halogen, low-poison and combustion-resisting macromole is defined, after applying coating agent Sponge, fabric etc. are with higher fire resistance, while fluorine element is introduced in aqueous polyurethane molecule, reduce aqueous polyurethane Surface energy, improve Aqueous Polyurethane Coating Agent resistance to water.
The content of the invention
For the deficiencies in the prior art, the present invention provide a kind of excellent Aqueous Polyurethane Coating Agent of anti-yellowing property and its Preparation method.
A kind of excellent Aqueous Polyurethane Coating Agent of anti-yellowing property, is made up of the raw material of following weight portion：Toluene two is different Cyanate 40-60 parts, polyether Glycols 15-30 parts, phosphorus oxychloride 7-12 part, hydroxyethyl methylacrylate 5-10 parts, anhydrous second Ether 20-40 parts, triethylamine 20-35 parts, diethanolamine 7-14 parts, appropriate methanol, the butanol 3-7 parts of Isosorbide-5-Nitrae-two, dihydromethyl propionic acid 2-6 parts, perfluoroalkyl ethyl alcohol 5-12 parts, acetone in proper, appropriate amount of ethanol, tetramethylolmethane 2-5 parts, nano zine oxide 2-5 parts, ten Dialkyl benzene sulfonic acids sodium 0.5-1 parts, UV absorbent UV-327 1-2 parts distill appropriate amount of water.
Comprise the following steps that：
（1）The preparation of terminal hydroxy group phosphonium flame retardant：
1., there-necked flask is placed in low-temp reaction bath, phosphorus oxychloride and absolute ether is added, when temperature is down to 0-5 DEG C, is started The mixed liquor of Deca hydroxyethyl methylacrylate and 1/7 part of triethylamine, stirs in Deca, continues to stir 1- after completion of dropping 2 hours, afterwards Deca methanol and 1/7 portion of triethylamine mixed liquor, continued stirring reaction 5-7 hour, are stood overnight, and sucking filtration is straight To the clear solution for obtaining clarifying, methylacryoyloxyethyl Dimethyl phosphate is concentrated to give；
2., above-mentioned product and diethanolamine, methanol are added in there-necked flask, leads to nitrogen protection, at ambient temperature stirring at low speed 50- 70 minutes, 40-50 DEG C of reaction 4-5 hour is warming up to afterwards, distillation removes solvent, obtains terminal hydroxy group phosphor-containing flame-proof monomer；
（2）The preparation of the end-NCO base polyurethane prepolymer for use as of phosphor-containing flame-proof type：
Toluene di-isocyanate(TDI), polyether Glycols are added in the four-hole boiling flask equipped with agitator, condensing reflux pipe and thermometer And step（1）Terminal hydroxy group phosphor-containing flame-proof monomer, at 70-80 DEG C react 1-3 hours, at being cooled to 65-70 DEG C progressively with Isosorbide-5-Nitrae- Two butanol, dihydromethyl propionic acid reaction 2-4 hours, are obtained the end-NCO based polyurethanes performed polymers of phosphor-containing flame-proof type；
（3）The Organic fluoride of phosphor-containing flame-proof type blocks the preparation of aqueous polyurethane emulsion：
Perfluoroalkyl ethyl alcohol is added in above-mentioned base polyurethane prepolymer for use as reactant liquor, at 65-80 DEG C of bath temperature 25-40 is reacted Minute, acetone regulation system viscosity is added, and room temperature is cooled to, add in remaining triethylamine and stirring 15-25 minutes, contained The Organic fluoride end-blocking aqueous polyurethane emulsion of phosphorus flame retardant type；
（4）Dodecylbenzene sodium sulfonate is placed in dry container, adds distilled water to be completely dissolved it, added nano oxidized Zinc, in ultrasonic cell disruptor, ultrasound 20-40 minutes, obtain nano zinc oxide fluid dispersion under 400-600w；
（5）Under room temperature, to step（3）Add after ethanol, tetramethylolmethane mix homogeneously in emulsion, be warming up to 40-60 DEG C, add purple Ultraviolet absorbers UV-327 and step（4）Nano zinc oxide fluid dispersion, under 7000-8000rpm Strong shears 0.5-1.5 is stirred Hour, obtain final product a kind of excellent Aqueous Polyurethane Coating Agent of anti-yellowing property.
Compared with prior art, the present invention has advantages below：
（1）The present invention is synthesized with double bond phosphorous third using phosphorus oxychloride and hydroxyethyl methylacrylate, absolute methanol Olefin(e) acid ester, introduces terminal hydroxy group using double bond and diethanolamine reaction on phosphoric acrylic ester chain afterwards, and part replaces polyhydric alcohol With isocyanates reaction, Phosphonate Flame Retardant intermediate is introduced in the macromolecular chain of polyurethane, define Halogen, low-poison and combustion-resisting big , with higher fire resistance, halogen-free release, nontoxic under high temperature for molecule, sponge, fabric after applying coating agent etc., low cigarette.
（2）While-the CF in organofluorine compound3Surface energy it is low, make the intermolecular work of polymer thing containing C-F keys It is firmly weaker, thus fluorine-containing polymer has relatively low surface free energy, with preferable water repellent, oil repellent, therefore will be complete Fluoroalkyl ethyl alcohol is blocked to aqueous polyurethane molecule, and fluorine-containing carbochain is in the two ends of aqueous polyurethane molecule, can be with The surface energy of aqueous polyurethane is reduced, water-fast, the pollution resistance of aqueous polyurethane glued membrane is improved.
（3）A certain amount of nano zine oxide is added in the present invention, strengthens the anti-ultraviolet effect of polyurethane coating agent, can Its anti-yellowing property is effectively improved, while adding UV absorbent UV-327, the color inhibition of gained resin is further enhancing Property, weaving, clothing, field of leather are can be widely applied to, wide market.
Specific embodiment
A kind of excellent Aqueous Polyurethane Coating Agent of anti-yellowing property, is made up of the raw material of following weight portion：Toluene two is different Cyanate 55, polyether Glycols 25, phosphorus oxychloride 10, hydroxyethyl methylacrylate 8, absolute ether 36, triethylamine 30, diethanol Amine 12, appropriate methanol, the butanol of Isosorbide-5-Nitrae-two 6, dihydromethyl propionic acid 4, perfluoroalkyl ethyl alcohol 10, acetone in proper, appropriate amount of ethanol, season Penta tetrol 4, nano zine oxide 4, dodecylbenzene sodium sulfonate 0.8, UV absorbent UV-327 1.5 distills appropriate amount of water.
Comprise the following steps that：
（1）The preparation of terminal hydroxy group phosphonium flame retardant：
1., there-necked flask is placed in low-temp reaction bath, phosphorus oxychloride and absolute ether is added, when temperature is down to 0 DEG C, starts drop The mixed liquor of methylate 2-(Acryloyloxy)ethanol and 1/7 part of triethylamine, stirs in Deca, stirring 1 is continued after completion of dropping little When, afterwards Deca methanol and 1/7 portion of triethylamine mixed liquor, continue stirring reaction 6 hours, are stood overnight, and sucking filtration is until obtain To the clear solution of clarification, methylacryoyloxyethyl Dimethyl phosphate is concentrated to give；
2., above-mentioned product and diethanolamine, methanol are added in there-necked flask, leads to nitrogen protection, at ambient temperature stirring at low speed 60 Minute, 45 DEG C are warming up to afterwards reacts 5 hours, distillation removes solvent, obtains terminal hydroxy group phosphor-containing flame-proof monomer；
（2）The preparation of the end-NCO base polyurethane prepolymer for use as of phosphor-containing flame-proof type：
Toluene di-isocyanate(TDI), polyether Glycols are added in the four-hole boiling flask equipped with agitator, condensing reflux pipe and thermometer And step（1）Terminal hydroxy group phosphor-containing flame-proof monomer, at 75 DEG C react 2 hours, at being cooled to 67 DEG C progressively with the butanol of Isosorbide-5-Nitrae-two, two Hydroxymethyl propionic acid reacts 3 hours, and the end-NCO based polyurethanes performed polymers of phosphor-containing flame-proof type are obtained；
（3）The Organic fluoride of phosphor-containing flame-proof type blocks the preparation of aqueous polyurethane emulsion：
Perfluoroalkyl ethyl alcohol is added in above-mentioned base polyurethane prepolymer for use as reactant liquor, is reacted 30 minutes at 75 DEG C of bath temperature, Acetone regulation system viscosity is added, and is cooled to room temperature, added in remaining triethylamine and stir 20 minutes, obtain phosphor-containing flame-proof type Organic fluoride end-blocking aqueous polyurethane emulsion；
（4）Dodecylbenzene sodium sulfonate is placed in dry container, adds distilled water to be completely dissolved it, added nano oxidized Zinc, in ultrasonic cell disruptor, ultrasound 20-40 minutes, obtain nano zinc oxide fluid dispersion under 400-600w；
（5）Under room temperature, to step（3）Add after ethanol, tetramethylolmethane mix homogeneously in emulsion, be warming up to 50 DEG C, add ultraviolet Light absorbers UV-327 and step（4）Nano zinc oxide fluid dispersion, stirs 1 hour under 8000rpm Strong shears, obtains final product one kind The excellent Aqueous Polyurethane Coating Agent of anti-yellowing property.
Fire resistance is tested：With terylene Oxford tent cloth as process and test fabric, vertically fired using GB/T5455-1997 The experiment detection of burning method, must fire time 0s, smoldering time 0s；The long 10.5cm of damage charcoal.
The coated face Exposure to Sunlight test of fabric, becomes colour gradation and is more than 4 grades.

Claims (2)

1. the excellent Aqueous Polyurethane Coating Agent of a kind of anti-yellowing property, it is characterised in that be made up of the raw material of following weight portion： Toluene di-isocyanate(TDI) 40-60 parts, polyether Glycols 15-30 parts, phosphorus oxychloride 7-12 part, hydroxyethyl methylacrylate 5-10 Part, absolute ether 20-40 parts, triethylamine 20-35 parts, diethanolamine 7-14 parts, appropriate methanol, the butanol 3-7 parts of Isosorbide-5-Nitrae-two, dihydroxy Methylpropanoic acid 2-6 parts, perfluoroalkyl ethyl alcohol 5-12 parts, acetone in proper, appropriate amount of ethanol, tetramethylolmethane 2-5 parts, nano zine oxide 2-5 parts, dodecylbenzene sodium sulfonate 0.5-1 parts, UV absorbent UV-327 1-2 parts distill appropriate amount of water.
2. a kind of preparation method of the excellent Aqueous Polyurethane Coating Agent of anti-yellowing property according to claims 1, its It is characterised by, comprises the following steps that：
（1）The preparation of terminal hydroxy group phosphonium flame retardant：
1., there-necked flask is placed in low-temp reaction bath, phosphorus oxychloride and absolute ether is added, when temperature is down to 0-5 DEG C, is started The mixed liquor of Deca hydroxyethyl methylacrylate and 1/7 part of triethylamine, stirs in Deca, continues to stir 1- after completion of dropping 2 hours, afterwards Deca methanol and 1/7 portion of triethylamine mixed liquor, continued stirring reaction 5-7 hour, are stood overnight, and sucking filtration is straight To the clear solution for obtaining clarifying, methylacryoyloxyethyl Dimethyl phosphate is concentrated to give；
2., above-mentioned product and diethanolamine, methanol are added in there-necked flask, leads to nitrogen protection, at ambient temperature stirring at low speed 50- 70 minutes, 40-50 DEG C of reaction 4-5 hour is warming up to afterwards, distillation removes solvent, obtains terminal hydroxy group phosphor-containing flame-proof monomer；
（2）The preparation of the end-NCO base polyurethane prepolymer for use as of phosphor-containing flame-proof type：
Toluene di-isocyanate(TDI), polyether Glycols are added in the four-hole boiling flask equipped with agitator, condensing reflux pipe and thermometer And step（1）Terminal hydroxy group phosphor-containing flame-proof monomer, at 70-80 DEG C react 1-3 hours, at being cooled to 65-70 DEG C progressively with Isosorbide-5-Nitrae- Two butanol, dihydromethyl propionic acid reaction 2-4 hours, are obtained the end-NCO based polyurethanes performed polymers of phosphor-containing flame-proof type；
（3）The Organic fluoride of phosphor-containing flame-proof type blocks the preparation of aqueous polyurethane emulsion：
Perfluoroalkyl ethyl alcohol is added in above-mentioned base polyurethane prepolymer for use as reactant liquor, at 65-80 DEG C of bath temperature 25-40 is reacted Minute, acetone regulation system viscosity is added, and room temperature is cooled to, add in remaining triethylamine and stirring 15-25 minutes, contained The Organic fluoride end-blocking aqueous polyurethane emulsion of phosphorus flame retardant type；
（4）Dodecylbenzene sodium sulfonate is placed in dry container, adds distilled water to be completely dissolved it, added nano oxidized Zinc, in ultrasonic cell disruptor, ultrasound 20-40 minutes, obtain nano zinc oxide fluid dispersion under 400-600w；
（5）Under room temperature, to step（3）Add after ethanol, tetramethylolmethane mix homogeneously in emulsion, be warming up to 40-60 DEG C, add purple Ultraviolet absorbers UV-327 and step（4）Nano zinc oxide fluid dispersion, under 7000-8000rpm Strong shears 0.5-1.5 is stirred Hour, obtain final product a kind of excellent Aqueous Polyurethane Coating Agent of anti-yellowing property.
CN201611205054.7A 2016-12-23 2016-12-23 Water-based polyurethane coating agent with good yellowing-resisting performance and preparation method thereof Pending CN106592247A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201611205054.7A CN106592247A (en) 2016-12-23 2016-12-23 Water-based polyurethane coating agent with good yellowing-resisting performance and preparation method thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201611205054.7A CN106592247A (en) 2016-12-23 2016-12-23 Water-based polyurethane coating agent with good yellowing-resisting performance and preparation method thereof

Publications (1)

Publication Number Publication Date
CN106592247A true CN106592247A (en) 2017-04-26

Family

ID=58603360

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201611205054.7A Pending CN106592247A (en) 2016-12-23 2016-12-23 Water-based polyurethane coating agent with good yellowing-resisting performance and preparation method thereof

Country Status (1)

Country Link
CN (1) CN106592247A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109868650A (en) * 2019-03-20 2019-06-11 新昌县高纤纺织有限公司 The clothes manufacture preparation process of textile cloth
CN110734658A (en) * 2019-10-18 2020-01-31 湖南罗比特化学材料有限公司 fireproof flame-retardant waterborne polyurethane UV coating and preparation method thereof
CN111040118A (en) * 2020-01-08 2020-04-21 嘉兴学院 Waterborne polyurethane for microfiber leather as well as preparation method and application of waterborne polyurethane

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103497308A (en) * 2013-10-22 2014-01-08 武汉纺织大学 Low temperature high elastic type waterproof antifouling water-based polyurethane finishing agent preparing method and product

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103497308A (en) * 2013-10-22 2014-01-08 武汉纺织大学 Low temperature high elastic type waterproof antifouling water-based polyurethane finishing agent preparing method and product

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
于丹琦等: "一种新型磷系阻燃剂的合成", 《合成化学》 *
陈金玲: "涤纶用有机磷阻燃水性聚氨酯涂层胶的制备及应用研究", 《中国优秀硕士学位论文全文数据库 工程科技Ⅰ辑》 *

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109868650A (en) * 2019-03-20 2019-06-11 新昌县高纤纺织有限公司 The clothes manufacture preparation process of textile cloth
CN110734658A (en) * 2019-10-18 2020-01-31 湖南罗比特化学材料有限公司 fireproof flame-retardant waterborne polyurethane UV coating and preparation method thereof
CN110734658B (en) * 2019-10-18 2021-10-15 湖南罗比特化学材料有限公司 Fireproof flame-retardant water-based UV coating and preparation method thereof
CN111040118A (en) * 2020-01-08 2020-04-21 嘉兴学院 Waterborne polyurethane for microfiber leather as well as preparation method and application of waterborne polyurethane
CN111040118B (en) * 2020-01-08 2022-02-01 嘉兴学院 Waterborne polyurethane for microfiber leather as well as preparation method and application of waterborne polyurethane

Similar Documents

Publication Publication Date Title
CN106589307A (en) Waterborne polyurethane coating agent with good water resistance and flame retardance and preparation method thereof
CN101157750B (en) Fluorine-containing polyether graft modified aqueous polyurethane and preparation and application thereof
CN104024266B (en) Phosphoramidate --- synthesis and fire-retardant application
CN102392356B (en) Manufacturing technique of wash-resistant and flame-retardant blended fabric
CN103242504B (en) Flame-retardant heat-resistance polyurethane resin and preparation method of aqueous emulsion of polyurethane resin
CN105315421B (en) A kind of soft and hard segments are total to modified chain extension extinguishing waterborn polyurethane coating agent and preparation method thereof
CN101381444B (en) Environment friendly non-halogen reacting phosphorus-nitrogen coordinated fire-retardant aqueous polyurethane and preparation method thereof
CN101381445B (en) Environment friendly non-halogen reacting fire-retardant aqueous polyurethane and preparation method thereof
KR100510990B1 (en) Fire Retardant Coating Composition and Preparation Method thereof
JP2013540836A (en) Ionic liquid flame retardant
CN102226314A (en) Environmentally-friendly halogen-free reaction type soft and hard segment co-modified flame retardant waterborne polyurethane fabric coating agent and preparation method thereof
CN101982603A (en) Halogen free phosphorous-nitrogen synergic antiflaming water-soluble polyurethane fabric coating agent and preparation method thereof
CN106592247A (en) Water-based polyurethane coating agent with good yellowing-resisting performance and preparation method thereof
CN102220700A (en) Environmental-protection halogen-free organic phosphorus flame retardant modified waterborne polyurethane fabric coating agent and preparation method thereof
WO2013187492A1 (en) Flame-retardant synthetic leather
CN105131808B (en) Preparation method of flame retardant waterborne polyurethane coating
CN112794987B (en) Flame-retardant polyurea-polyurethane
CN106939511B (en) A kind of phosphorus nitrogen chlorine-resistant fire retardant and its synthetic method
CN113817170B (en) Phosphorus-nitrogen-silicon-containing intumescent flame retardant, preparation method thereof and application thereof in rigid polyurethane foam
CN105085575A (en) Flame-retardant polyol containing phosphorus linked pendant groups and preparation method of polyol
CN105238245A (en) Epoxy resin modified waterborne polyurethane flame retardant paint and preparation method thereof
CN101333443B (en) Method for preparing water-dispersed block polymer flame retardants with phosphorus, silicon and nitrogen and uses thereof
CN102585135A (en) Reactive intumescent flame retardant for polyurethane and synthesis method of reactive intumescent flame retardant
CN106752872A (en) A kind of Aqueous Polyurethane Coating Agent for having anti-fouling and self-cleaning effect concurrently and preparation method thereof
CN103046379B (en) Flame-retardant modified Aqueous Polyurethane Coating Agent of halogen-free phosphonate and preparation method thereof

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
RJ01 Rejection of invention patent application after publication
RJ01 Rejection of invention patent application after publication

Application publication date: 20170426