CN113372709B - Preparation method of antibacterial slow-resilience polyurethane sponge - Google Patents
Preparation method of antibacterial slow-resilience polyurethane sponge Download PDFInfo
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- CN113372709B CN113372709B CN202110843824.5A CN202110843824A CN113372709B CN 113372709 B CN113372709 B CN 113372709B CN 202110843824 A CN202110843824 A CN 202110843824A CN 113372709 B CN113372709 B CN 113372709B
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- 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
- C08G18/4804—Two or more polyethers of different physical or chemical nature
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
- C08L75/08—Polyurethanes from polyethers
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- 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
- C08G2110/00—Foam properties
- C08G2110/0083—Foam properties prepared using water as the sole blowing agent
Abstract
The invention discloses a preparation method of an antibacterial slow-rebound polyurethane sponge, which takes sulfonic acid group hypercrosslinked polymer as an antibacterial agent and takes polyether polyol and isocyanate as raw materials, and is prepared by foaming at room temperature by a one-step method. The antibacterial rate of the prepared antibacterial slow-rebound polyurethane sponge to staphylococcus aureus and escherichia coli reaches 99%, and the antibacterial slow-rebound polyurethane sponge has the characteristics of excellent mechanical property and lasting and effective antibacterial performance.
Description
Technical Field
The invention relates to the technical field of antibacterial slow-rebound polyurethane sponge, and particularly relates to a preparation method of antibacterial slow-rebound polyurethane sponge.
Background
The slow-rebound polyurethane sponge has the characteristics of heat preservation, heat insulation, sound absorption, shock absorption, flame retardance, static resistance, good air permeability and the like, and is widely applied to the fields of automobile industry, household articles, shoe industry manufacturing industry, special packaging manufacturing industry, high-grade furniture manufacturing industry and the like. However, the slow rebound polyurethane has porosity and hygroscopicity, and is easily polluted by bacteria during use to cause harm. Therefore, the development of a slow rebound polyurethane sponge having antibacterial properties is urgently needed.
The Chinese patent application No. CN201911399598.5 entitled "antibacterial polyurethane slow-resilience foam and a preparation method thereof" discloses a method for preparing antibacterial polyurethane slow-resilience foam by bonding quaternary ammonium salt modified chitosan and guanidyl modified chitosan onto a polyurethane molecular chain.
The Chinese patent application No. CN202110095759.2 entitled "an antibacterial polyurethane foam material and a preparation method thereof" discloses a method for preparing an antibacterial polyurethane foam material by using an isothiazolinone compound capable of bonding with isocyanate as an antibacterial agent.
The Chinese patent application No. CN200710028862.5 entitled "mildew-proof antibacterial polyurethane sponge and processing method" discloses a method for preparing mildew-proof antibacterial polyurethane sponge by adding mildew-proof antibacterial chemical substances 4.4 '-trichloro-2' -hydroxy-diphenyl-ether and 2-thiazole-4-yl benzimidazole into sponge raw materials.
The Chinese patent application No. CN202011017104.5 entitled flame-retardant antibacterial polyurethane sponge and a preparation method thereof discloses a method for preparing flame-retardant antibacterial polyurethane sponge by a composite coating formed by phytic acid and sodium lignosulfonate.
A master academic paper of Zhujike of Beijing university of chemical industry, entitled preparation of slow rebound polyurethane foam and antibacterial modification research, discloses a method for preparing slow rebound polyurethane foam by adding chlorhexidine acetate antibacterial agent.
A master academic paper on Mundan of Beijing university of chemical industry, entitled preparation of high-resilience and slow-resilience polyurethane foaming materials and antibacterial modification research, discloses a method for preparing slow-resilience polyurethane foaming plastic by adding an inorganic nano-silver antibacterial agent.
None of the above patents relate to the preparation of antibacterial slow-rebound polyurethane sponge using sulfonic acid group hypercrosslinked polymer as antibacterial agent.
Because inorganic antibacterial agents are basically rigid particles and have larger addition amount, the mechanical property of the slow rebound sponge is seriously reduced, the antibacterial action of the organic micromolecule antibacterial agent is often short of durability, and bacteria easily generate drug resistance to the slow rebound sponge, so that the antibacterial effect is gradually weakened or even disappeared along with the prolonging of time, which is a technical problem generally existing in the field at present. Therefore, a new preparation method of the antibacterial slow-rebound polyurethane sponge with good and durable antibacterial effect and better mechanical property is urgently needed to be developed.
Accordingly, the present inventors have made extensive studies to solve the above problems and have made the present invention.
Disclosure of Invention
The invention aims to provide a method for preparing an antibacterial slow-rebound polyurethane sponge by using a sulfonic acid group hypercrosslinked polymer as an antibacterial agent.
In order to achieve the purpose, the invention adopts the technical scheme that:
a preparation method of an antibacterial slow-rebound polyurethane sponge comprises the steps of placing a material B in a container, stirring for 120-180s, adding a material A, stirring for 15-35s, pouring into a mold, foaming at room temperature, placing a sample in a constant temperature box at 35-55 ℃ for curing for 60-72h,
the material A is isocyanate, the isocyanate index is 60-90%, and the material B comprises the following components in parts by weight: polyether polyol MN-70050-70 parts, polyether polyol EP-330NG 10-30 parts, polyether polyol DL-2000D 10-30 parts, deionized water 2-5 parts, silicone oil 2-5 parts, a pore-forming agent 2-4 parts, dibutyltin dilaurate 0.1-0.3 part, triethylene diamine 0.1-0.3 part, and a sulfonic acid group hypercrosslinked antibacterial agent 1-5 parts.
In a preferred mode of the invention, the isocyanate is Wanhua 8019.
In a preferred embodiment of the present invention, the cell opener is BDM-3 cell opener available from huai anbadad polyurethane technology ltd.
In a preferred embodiment of the present invention, the polyether polyol MN-700, the polyether polyol EP-330NG and the polyether polyol DL-2000D are selected from Shandong Lanxing Dongda Co., Ltd, and are mixed in a predetermined ratio.
In a preferred embodiment of the present invention, the silicone oil is selected from slow rebound silicone oil L-580 available from Henry Polymer materials Ltd.
By adopting the technical scheme of the invention, the invention has the beneficial effects that: aiming at the technical problems that the mechanical property of the slow-resilience polyurethane sponge is seriously reduced due to the addition of an inorganic antibacterial agent, and the antibacterial effect of the slow-resilience polyurethane sponge added with an organic micromolecule antibacterial agent is short of durability, the invention skillfully takes the sulfonic super-crosslinked polymer as the antibacterial agent, and not only improves the mechanical property of the antibacterial slow-resilience polyurethane sponge but also ensures that the antibacterial slow-resilience polyurethane sponge has a durable and effective antibacterial effect by virtue of the characteristics that the super-crosslinked polymer is good in compatibility with a slow-resilience polyurethane sponge matrix and the polymer macromolecule antibacterial agent is not easy to lose and the sulfonic group has an excellent antibacterial effect. Due to the special action of the sulfonic acid group super-crosslinked polymer, the antibacterial rate of the antibacterial slow-rebound polyurethane sponge prepared by the invention to staphylococcus aureus and escherichia coli reaches 99%, and the antibacterial rate of repeated antibacterial experiments reaches 99%, so that the antibacterial slow-rebound polyurethane sponge has the characteristics of excellent mechanical property and lasting and effective antibacterial property.
Detailed Description
In order to further explain the technical solution of the present invention, the following detailed description is made with reference to the embodiments.
In this example, the isocyanate model is Wanhua 8019, produced by Wanhua chemical group GmbH; the cell opener is BDM-3 cell opener of Huaian Baddy polyurethane science and technology limited company. The polyether polyol MN-700, the polyether polyol EP-330NG and the polyether polyol DL-2000D are each selected from Shandong Lanxingdao Co., Ltd. The silicone oil is selected from slow rebound silicone oil L-580 of Henry high polymer materials, Inc.
Example 1
Preparing the sulfonic acid group hypercrosslinked polymer antibacterial agent: adding 0.01mol of biphenyl, 0.02mol of dimethoxymethane (FDA) and 0.02mol of ferric chloride into a three-neck flask filled with 40mL of dichloroethane, firstly stirring and reacting for 4h at 50 ℃, then heating to 75 ℃, continuing stirring and reacting for 16h, washing with alcohol, and drying for 18h at 75 ℃ to synthesize the hypercrosslinked polymer. Swelling the hypercrosslinked polymer with 20mL of dichloromethane for 1h, then adding 5mL of chlorosulfonic acid, carrying out grafting reaction in ice water bath for 18h, washing with dichloroethane, filtering, and drying to obtain the sulfonic hypercrosslinked polymer antibacterial agent.
Preparing an antibacterial slow-rebound polyurethane sponge: weighing 30 parts of polyether polyol MN-70050 (calculated by weight parts, the same below), 30 parts of polyether polyol EP-330NG, 20 parts of polyether polyol DL-2000D, 2 parts of deionized water, 2 parts of silicone oil, 2 parts of a pore-forming agent BDM-32, 0.2 part of dibutyltin dilaurate, 0.2 part of triethylene diamine and 1 part of sulfonic acid group hypercrosslinked polymer antibacterial agent, placing the raw materials serving as a material B into a container, stirring at high speed for 120s, and adding an isocyanate with an index of 60%Wanhua 8019 isocyanate (material A), immediately stirring at high speed for 15s, pouring into a mould for foaming, then placing the sample in a constant temperature box at 35 ℃ for curing for 60h, and obtaining the antibacterial slow-resilience polyurethane sponge with the density of 40kg/m3The tensile strength is 80kPa, the slow rebound time is 6s (the standard adopted for testing the slow rebound time is detected according to GB/T26392-2011), the antibacterial rate to staphylococcus aureus and escherichia coli reaches 99 percent, and the antibacterial rate after 10 times of repeated antibacterial experiments still reaches 99 percent (detected according to WS/T650-.
Example 2
Preparing the sulfonic acid group hypercrosslinked polymer antibacterial agent: 0.01mol of biphenyl, 0.02mol of dimethoxymethane (FDA) and 0.04mol of ferric trichloride are added into a three-neck flask filled with 40mL of dichloroethane, firstly stirred and reacted for 5h at 55 ℃, then heated to 80 ℃, continuously stirred and reacted for 18h, washed by alcohol and dried for 21h at 80 ℃, and the hypercrosslinked polymer is synthesized. Swelling the hypercrosslinked polymer with 20mL of dichloromethane for 2h, then adding 10mL of chlorosulfonic acid, carrying out grafting reaction in an ice-water bath for 21h, washing with dichloroethane, filtering, and drying to obtain the sulfonic hypercrosslinked polymer antibacterial agent.
Preparing an antibacterial slow-rebound polyurethane sponge: weighing polyether polyol MN-70060 parts, polyether polyol EP-330NG 10 parts, polyether polyol DL-2000D 30 parts, deionized water 3 parts, silicone oil 5 parts, a pore-forming agent BDM-33 parts, dibutyltin dilaurate 0.1 parts, triethylene diamine 0.3 parts and a sulfonic acid group hypercrosslinked polymer antibacterial agent 3 parts, placing the raw materials serving as a material B into a container, stirring at a high speed for 150s, adding Wanhua 8019 isocyanate (material A) with an isocyanate index of 60%, stirring at a high speed for 25s immediately, pouring into a mold for foaming, placing the sample into a constant temperature box at 45 ℃ for curing for 66h, and obtaining the antibacterial slow-recovery polyurethane sponge with the density of 45kg/m3The tensile strength is 75kPa, the slow rebound time is 5.5s (according to GB/T26392-.
Example 3
Preparation of sulfonic acid group hypercrosslinked polymer antibacterial agent: 0.01mol of biphenyl, 0.02mol of dimethoxymethane (FDA) and 0.06mol of ferric trichloride are added into a three-neck flask filled with 40mL of dichloroethane, stirred and reacted for 6h at 60 ℃, then heated to 80 ℃, stirred and reacted for 20h, washed by alcohol, dried for 24h at 85 ℃, and synthesized to obtain the hypercrosslinked polymer. Swelling the hypercrosslinked polymer by 40mL of dichloromethane for 3h, then adding 20mL of chlorosulfonic acid, carrying out grafting reaction in ice water bath for 24h, washing by dichloroethane, filtering, and drying to obtain the sulfonic hypercrosslinked polymer antibacterial agent.
Preparing an antibacterial slow-rebound polyurethane sponge: weighing polyether polyol MN-70070 parts, polyether polyol EP-330NG 20 parts, polyether polyol DL-2000D 10 parts, deionized water 5 parts, silicone oil 3 parts, a pore former BDM-34 parts, dibutyltin dilaurate 0.3 parts, triethylene diamine 0.1 parts and a sulfonic acid group hypercrosslinked polymer antibacterial agent 5 parts, placing the raw materials serving as a material B into a container, stirring at a high speed for 180s, adding Wanhua 8019 isocyanate (material A) with an isocyanate index of 60%, immediately stirring at a high speed for 35s, pouring into a mold for foaming, placing the sample into a constant temperature box at 55 ℃ for curing for 72h, and obtaining the antibacterial slow-recovery polyurethane sponge with the density of 50kg/m3The tensile strength is 70kP, the slow rebound time is 5s (according to GB/T26392-.
Example 4
Preparation of sulfonic acid group hypercrosslinked polymer antibacterial agent: adding 0.01mol of biphenyl, 0.02mol of dimethoxymethane (FDA) and 0.05mol of ferric chloride into a three-neck flask filled with 40mL of dichloroethane, firstly stirring and reacting for 5h at 50 ℃, then heating to 80 ℃, continuing stirring and reacting for 16h, washing with alcohol, and drying for 21h at 80 ℃ to synthesize the hypercrosslinked polymer. Swelling the hypercrosslinked polymer with 30mL of dichloromethane for 2h, then adding 15mL of chlorosulfonic acid, carrying out grafting reaction in an ice-water bath for 21h, washing with dichloroethane, filtering, and drying to obtain the sulfonic hypercrosslinked polymer antibacterial agent.
Preparing an antibacterial slow-rebound polyurethane sponge: weighing MN-70060 parts of polyether polyol and EP20 parts of-330 NG, 20 parts of polyether polyol DL-2000D, 4 parts of deionized water, 4 parts of silicone oil, 33 parts of a pore forming agent BDM, 0.2 part of dibutyltin dilaurate, 0.2 part of triethylene diamine and 2 parts of a sulfonic acid group hypercrosslinked polymer antibacterial agent, wherein the raw materials are used as a material B and are placed in a container, after the raw materials are stirred at a high speed for 150s, Wanhua 8019 isocyanate (material A) with an isocyanate index of 60% is added, after the raw materials are immediately stirred at a high speed for 30s, the mixture is poured into a mold for foaming, then a sample is placed in a constant temperature box at 45 ℃ for curing for 66h, and the density of the prepared antibacterial slow-recovery polyurethane sponge is 47kg/m3The tensile strength is 66kP, the slow rebound time is 5.7s (according to GB/T26392-.
The product form of the present invention is not limited to the embodiments, and any person should consider the invention as not departing from the patent scope of the present invention by making appropriate changes or modifications to the similar idea.
Claims (4)
1. A preparation method of an antibacterial slow-rebound polyurethane sponge is characterized by weighing MN-70050 parts of polyether polyol, EP-330NG 30 parts of polyether polyol, DL-2000D 20 parts of polyether polyol, 2 parts of deionized water, 2 parts of silicone oil, BDM-32 parts of a cell opener, 0.2 part of dibutyltin dilaurate, 0.2 part of triethylene diamine and 1 part of sulfonic super-crosslinked polymer antibacterial agent by weight, placing the raw materials serving as a material B in a container, stirring at high speed for 120s, adding material A which is Wanhua 8019 isocyanate with isocyanate index of 60%, stirring at high speed for 15s, pouring into a mould for foaming, then placing the sample in a constant temperature box at 35 ℃ for curing for 60 hours to obtain the antibacterial slow-resilience polyurethane sponge, wherein the sulfonic acid group hypercrosslinked polymer antibacterial agent is prepared in the following way: adding 0.01mol of biphenyl, 0.02mol of dimethoxymethane and 0.02mol of ferric trichloride into a three-neck flask filled with 40mL of dichloroethane, firstly stirring and reacting for 4h at 50 ℃, then heating to 75 ℃, continuing stirring and reacting for 16h, washing with alcohol, drying at 75 ℃ for 18h to synthesize a hypercrosslinked polymer, swelling the hypercrosslinked polymer with 20mL of dichloromethane for 1h, then adding 5mL of chlorosulfonic acid, carrying out grafting reaction in an ice water bath for 18h, washing with dichloroethane, filtering, and drying.
2. A preparation method of an antibacterial slow-rebound polyurethane sponge is characterized by weighing, by weight, 10 parts of polyether polyol MN-70060, 10 parts of polyether polyol EP-330NG, 30 parts of polyether polyol DL-2000D, 3 parts of deionized water, 5 parts of silicone oil, 33 parts of a cell-opening agent BDM, 0.1 part of dibutyltin dilaurate, 0.3 part of triethylene diamine and 3 parts of a sulfonic acid group hypercrosslinked polymer antibacterial agent, placing the raw materials serving as a material B in a container, stirring at high speed for 150s, adding material A, wherein material A is Wanhua 8019 isocyanate with isocyanate index of 60%, stirring at high speed for 25s, pouring into a mould for foaming, and then placing the sample in a constant temperature oven at 45 ℃ for curing for 66 hours to obtain the antibacterial slow-resilience polyurethane sponge, wherein the sulfonic acid group hypercrosslinked polymer antibacterial agent is prepared in the following way: adding 0.01mol of biphenyl, 0.02mol of dimethoxymethane and 0.04mol of ferric trichloride into a three-neck flask filled with 40mL of dichloroethane, firstly stirring and reacting for 5h at 55 ℃, then heating to 80 ℃, continuing to stir and react for 18h, then washing with alcohol, drying at 80 ℃ for 21h, synthesizing to obtain a hypercrosslinked polymer, swelling the hypercrosslinked polymer with 20mL of dichloromethane for 2h, then adding 10mL of chlorosulfonic acid, carrying out grafting reaction in an ice water bath for 21h, washing with dichloroethane, filtering, and drying.
3. A preparation method of an antibacterial slow-rebound polyurethane sponge is characterized by weighing, by weight, 20 parts of polyether polyol MN-70070 parts, 20 parts of polyether polyol EP-330NG, 10 parts of polyether polyol DL-2000D, 5 parts of deionized water, 3 parts of silicone oil, 34 parts of a cell opener BDM, 0.3 part of dibutyltin dilaurate, 0.1 part of triethylene diamine and 5 parts of a sulfonic acid group hypercrosslinked polymer antibacterial agent, placing the raw materials serving as a material B in a container, stirring at high speed for 180s, adding material A which is Wanhua 8019 isocyanate with isocyanate index of 60%, stirring at high speed for 35s, pouring into a mould for foaming, and then placing the sample in a thermostat with the temperature of 55 ℃ for curing for 72 hours to obtain the antibacterial slow-resilience polyurethane sponge, wherein the sulfonic acid group hypercrosslinked polymer antibacterial agent is prepared in the following way: adding 0.01mol of biphenyl, 0.02mol of dimethoxymethane and 0.06mol of ferric trichloride into a three-neck flask filled with 40mL of dichloroethane, firstly stirring and reacting for 6h at 60 ℃, then heating to 80 ℃, continuing to stir and react for 20h, then washing with alcohol, drying for 24h at 85 ℃, synthesizing to obtain a hypercrosslinked polymer, swelling the hypercrosslinked polymer for 3h with 40mL of dichloromethane, then adding 20mL of chlorosulfonic acid, carrying out grafting reaction for 24h in an ice water bath, washing with dichloroethane, filtering, and drying.
4. A preparation method of an antibacterial slow-rebound polyurethane sponge is characterized by weighing, by weight, 20 parts of polyether polyol MN-70060, 20 parts of polyether polyol EP-330NG, 20 parts of polyether polyol DL-2000D, 4 parts of deionized water, 4 parts of silicone oil, 33 parts of a cell-opening agent BDM, 0.2 part of dibutyltin dilaurate, 0.2 part of triethylene diamine and 2 parts of a sulfonic acid group hypercrosslinked polymer antibacterial agent, placing the raw materials serving as a material B in a container, stirring at high speed for 150s, adding material A, wherein the material A is Wanhua 8019 isocyanate with isocyanate index of 60%, stirring at high speed for 30s, pouring into a mold for foaming, and then placing the sample in a constant temperature oven at 45 ℃ for curing for 66 hours to obtain the antibacterial slow-resilience polyurethane sponge, wherein the sulfonic acid group hypercrosslinked polymer antibacterial agent is prepared in the following way: adding 0.01mol of biphenyl, 0.02mol of dimethoxymethane and 0.05mol of ferric trichloride into a three-neck flask filled with 40mL of dichloroethane, firstly stirring and reacting for 5h at 50 ℃, then heating to 80 ℃, continuing stirring and reacting for 16h, washing with alcohol, drying at 80 ℃ for 21h, synthesizing to obtain a super-crosslinked polymer, swelling the super-crosslinked polymer with 30mL of dichloromethane for 2h, then adding 15mL of chlorosulfonic acid, carrying out grafting reaction in an ice-water bath for 21h, washing with dichloroethane, filtering, and drying.
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