Self-antibacterial lactic acid-based waterborne polyurethane as well as preparation method and emulsion thereof

A water-based polyurethane and lactic acid-based technology, which is applied in the field of functional polymer materials, can solve problems such as unclear hydrophilicity, low antibacterial effect, and unfavorable environment, and achieve the effects of simple synthesis process, good stability, and reduced drug resistance

Active Publication Date: 2021-06-08
XIAOGAN ESUN NEW MATERIAL +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the toxicity of quaternary ammonium salts with long alkyl chains decreases with the increase of the chain. When the number of carbon atoms in the alkyl chain is greater than 16 or less than 10, the antibacterial effect is very small. Only when the number of carbon atoms is 14, the antibacterial ability is only To maximize, and long-term use of quaternary ammonium antibacterial agents will cause bacteria to develop resistance, and the decomposition products will have certain toxicity, which is not good for the environment
Patent CN109575235A discloses a water-based polyurethane modified by antibacterial agent PHMG. However, since PHMG is bonded to the main chain of polyurethane, it cannot ionize positive charges and thus adsorb to the surface of negatively charged microorganisms, hindering the action of cell lysozyme and destroying Cell surface structure to achieve antibacterial effect
Patent CN107652663A provides a preparation method of antibacterial modified polyurethane material, which uses formic acid to acidify chitin to form a salt, and connects chitin to the end of polyurethane to form a good antibacterial effect. However, the solvent used in this method is DMF, which belongs to Solvent-based polyurethane is unfavorable to the environment, and the hydrophilicity of the material itself is not yet clear
Patent CN107236109B uses citric acid to modify chitosan, and rationally designs the modified chitosan molecules into the water-based polyurethane structure, and combines the advantages of water-based polyurethane mechanical properties with the biodegradability of chitosan to synthesize A water-based polyurethane containing chitosan structure, however, the water-based polyurethane does not mention antibacterial effect

Method used

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  • Self-antibacterial lactic acid-based waterborne polyurethane as well as preparation method and emulsion thereof
  • Self-antibacterial lactic acid-based waterborne polyurethane as well as preparation method and emulsion thereof
  • Self-antibacterial lactic acid-based waterborne polyurethane as well as preparation method and emulsion thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] Preparation of self-antibacterial lactic acid-based aqueous polyurethane emulsion Chitosan-lactone-BT-PU

[0049] Step 1, the preparation of Chitosan-lactone

[0050] Weigh 17.52g chitosan and dissolve in DCM solvent containing 0.5% acetic acid, add 51.34g lactose after dissolving and clarification, stir at room temperature for 6h, then add 6.59gNaBH 3 CN continued to react for 48h. After the reaction, the solid was filtered out, washed with MeOH and dried to obtain water-soluble chitosan Chitosan-lactone. Concrete synthetic route is as follows:

[0051]

[0052] Step 2, preparation of BT-PU

[0053] Weigh 20.88g of lactic acid-based polyol (hydroxyl value: 53.72mgKOH / g) in a reaction flask, heat to 100°C for vacuum dehydration for 45min, then cool down to 70°C, add 0.014g of stannous octoate, and slowly add dropwise, 11.99 g diphenylmethane diisocyanate, after the dropwise addition, react at this temperature for 2 hours until the theoretical NCO is reached, then ...

Embodiment 2

[0056] Embodiment 2 from the preparation of antibacterial lactic acid-based aqueous polyurethane emulsion Chitosan-maltose-BT-PU

[0057] Step 1, the preparation of Chitosan-maltose

[0058] Weigh 17.52g chitosan and dissolve in THF solvent containing 0.5% acetic acid, add 51.34g maltose after dissolving and clarification, stir at room temperature for 6h, then add 3.97gNaBH 4 The reaction was continued for 48 hours. After the reaction was completed, the solid was filtered out, washed with MeOH and dried to finally obtain water-soluble chitosan Chitosan-maltose. Concrete synthetic route is as follows:

[0059]

[0060] Step 2, preparation of BT-PU

[0061] Weigh 20.46g of lactic acid-based polyol (hydroxyl value: 54.83mgKOH / g) in a reaction flask, heat to 100°C for vacuum dehydration for 45min, then cool down to 70°C, add 0.014g of dibutyltin dilaurate, and slowly drop , 8.06g of hexamethylene diisocyanate, after the dropwise addition, react at this temperature for 2h to ...

Embodiment 3

[0065] Embodiment 3 from the preparation of antibacterial lactic acid-based aqueous polyurethane emulsion Chitosan-D-ribose-BT-PU

[0066] Step 1, the preparation of Chitosan-D-ribose

[0067] Weigh 17.52g chitosan and dissolve in the MeCN solvent containing 0.5% acetic acid, add 22.51g D-ribose after dissolving and clarification, stir at room temperature for 6h, then add 22.22gNaB(OAc) 3 H continued to react for 48 hours. After the reaction, the solid was filtered out, washed with MeOH and dried to obtain water-soluble chitosan Chitosan-D-ribose. Concrete synthetic route is as follows:

[0068]

[0069] Step 2, preparation of BT-PU

[0070] Weigh 19.90g of lactic acid-based polyol (hydroxyl value: 56.38mgKOH / g) in a reaction flask, heat to 100°C for vacuum dehydration for 45min, then cool down to 70°C, add 0.014g of dibutyltin di(dodecylsulfide) , and slowly added dropwise, 10.65g isophorone diisocyanate, reacted at this temperature for 2h to reach the theoretical NCO a...

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Abstract

The invention belongs to the technical field of functional polymer materials, and particularly relates to self-antibacterial lactic acid-based waterborne polyurethane as well as a preparation method and an emulsion thereof. Water-based chitosan and hinokitiol structures are introduced to a side chain of a large polyurethane long chain by self-antibacterial lactic acid-based waterborne polyurethane and are uniformly distributed, so that two substances with different antibacterial and bactericidal mechanisms mutually generate a bactericidal and antibacterial synergistic effect, the drug resistance of bacterial organisms can be effectively reduced, and meanwhile, the two substances are grafted on a polyurethane long chain in a chemical bond manner, so that the antibacterial property is lasting.

Description

technical field [0001] The invention belongs to the technical field of functional polymer materials, and in particular relates to a self-antibacterial lactic acid-based waterborne polyurethane, a preparation method thereof and an emulsion thereof. Background technique [0002] Water-based polyurethane is a new type of polymer synthetic material that replaces organic solvents with water as the dispersion medium. It has the advantages of no pollution, safety and reliability, excellent mechanical properties, good compatibility, and easy modification. It has been widely used in leather, textiles, coatings, etc. , printing, construction, adhesives and other fields. [0003] Chitosan is a natural polysaccharide chitin deacetylated product, rich in resources and a recyclable renewable resource, with good biodegradability, biocompatibility, non-toxicity, antibacterial properties, etc. Chitosan is insoluble in water and general organic solvents, so it is rarely used in water-based p...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/67C08G18/64C08G18/42C08G18/32C08G18/12C08B37/08
CPCC08G18/428C08G18/6484C08G18/6735C08G18/3855C08G18/3206C08G18/12C08B37/003C08G18/64
Inventor 杨义浒周行贵陈锐湛露
Owner XIAOGAN ESUN NEW MATERIAL
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