CN105176054A - Preparation method of flame retardant biomass-based polyurethane foam - Google Patents
Preparation method of flame retardant biomass-based polyurethane foam Download PDFInfo
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- 239000003063 flame retardant Substances 0.000 title claims abstract description 39
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 title claims abstract description 35
- 239000002028 Biomass Substances 0.000 title claims abstract description 28
- 229920005830 Polyurethane Foam Polymers 0.000 title claims abstract description 27
- 239000011496 polyurethane foam Substances 0.000 title claims abstract description 27
- 238000002360 preparation method Methods 0.000 title claims description 11
- 239000003054 catalyst Substances 0.000 claims abstract description 17
- 239000000203 mixture Substances 0.000 claims abstract description 12
- 229920000642 polymer Polymers 0.000 claims abstract description 10
- -1 penta Bromobenzyl ester Chemical class 0.000 claims abstract description 9
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 9
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 9
- 229920001577 copolymer Polymers 0.000 claims abstract description 4
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims description 10
- 239000004094 surface-active agent Substances 0.000 claims description 10
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 8
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 8
- 229910052794 bromium Inorganic materials 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 7
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 6
- 229920001296 polysiloxane Polymers 0.000 claims description 6
- 238000003756 stirring Methods 0.000 claims description 6
- 239000004088 foaming agent Substances 0.000 claims description 5
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 claims description 5
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 5
- 239000002383 tung oil Substances 0.000 claims description 5
- 229910001377 aluminum hypophosphite Inorganic materials 0.000 claims description 4
- 239000004359 castor oil Substances 0.000 claims description 4
- 235000019438 castor oil Nutrition 0.000 claims description 4
- CQYBWJYIKCZXCN-UHFFFAOYSA-N diethylaluminum Chemical group CC[Al]CC CQYBWJYIKCZXCN-UHFFFAOYSA-N 0.000 claims description 4
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 4
- 229920005862 polyol Polymers 0.000 claims description 4
- 150000003077 polyols Chemical class 0.000 claims description 4
- 239000002994 raw material Substances 0.000 claims description 4
- 235000021388 linseed oil Nutrition 0.000 claims description 3
- 239000000944 linseed oil Substances 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 claims description 2
- 231100000252 nontoxic Toxicity 0.000 claims description 2
- 230000003000 nontoxic effect Effects 0.000 claims description 2
- 229920006389 polyphenyl polymer Polymers 0.000 claims description 2
- 150000005846 sugar alcohols Polymers 0.000 claims description 2
- 150000003866 tertiary ammonium salts Chemical class 0.000 claims description 2
- 238000005829 trimerization reaction Methods 0.000 claims description 2
- 241000894007 species Species 0.000 claims 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical group [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract description 6
- 229910052782 aluminium Inorganic materials 0.000 abstract description 6
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract description 6
- ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical compound [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 0.000 abstract description 6
- 239000012774 insulation material Substances 0.000 abstract description 5
- 238000000034 method Methods 0.000 abstract description 5
- 229920002125 Sokalan® Polymers 0.000 abstract description 2
- 230000015572 biosynthetic process Effects 0.000 abstract description 2
- 239000004584 polyacrylic acid Substances 0.000 abstract description 2
- 238000003786 synthesis reaction Methods 0.000 abstract description 2
- 239000004604 Blowing Agent Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000006260 foam Substances 0.000 abstract 1
- 238000000465 moulding Methods 0.000 abstract 1
- 239000003381 stabilizer Substances 0.000 abstract 1
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 8
- 239000003208 petroleum Substances 0.000 description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 229920000058 polyacrylate Polymers 0.000 description 4
- 235000015112 vegetable and seed oil Nutrition 0.000 description 4
- 239000008158 vegetable oil Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 3
- HOHPOKYCMNKQJS-UHFFFAOYSA-N [P].[Br] Chemical compound [P].[Br] HOHPOKYCMNKQJS-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000009413 insulation Methods 0.000 description 2
- 239000002861 polymer material Substances 0.000 description 2
- 229920003225 polyurethane elastomer Polymers 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- GRKDVZMVHOLESV-UHFFFAOYSA-N (2,3,4,5,6-pentabromophenyl)methyl prop-2-enoate Chemical compound BrC1=C(Br)C(Br)=C(COC(=O)C=C)C(Br)=C1Br GRKDVZMVHOLESV-UHFFFAOYSA-N 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 150000004074 biphenyls Chemical class 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000009970 fire resistant effect Effects 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
Landscapes
- Polyurethanes Or Polyureas (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
本发明一种阻燃性生物质基聚氨酯泡沫的制备方法，属于高分子合成化学技术领域。将多羟基生物质、有机多异氰酸酯、阻燃剂、发泡剂、催化剂以及泡沫稳定剂混合，并将所述的混合物模压反应成型，其中阻燃剂为二乙基次磷酸铝和聚丙烯酸五溴苄酯（或丙烯酸五溴苄酯-丁二烯共聚物）。本发明制得的阻燃性聚氨酯泡沫可用于外墙保温材料以及交通工具中的隔音材料。The invention discloses a method for preparing flame-retardant biomass-based polyurethane foam, which belongs to the technical field of polymer synthesis chemistry. Mix polyhydroxyl biomass, organic polyisocyanate, flame retardant, blowing agent, catalyst and foam stabilizer, and mold the mixture into reaction molding, wherein the flame retardant is aluminum diethyl hypophosphite and polyacrylic acid penta Bromobenzyl ester (or pentabromobenzyl acrylate-butadiene copolymer). The flame-retardant polyurethane foam prepared by the invention can be used for external wall insulation materials and sound insulation materials in vehicles.
Description
技术领域technical field
本发明属于高分子合成化学技术领域，涉及一种制备阻燃性生物质基聚氨酯泡沫的方法。The invention belongs to the technical field of polymer synthesis chemistry and relates to a method for preparing flame-retardant biomass-based polyurethane foam.
背景技术Background technique
聚氨酯泡沫是异氰酸酯和羟基化合物经聚合发泡制成的一种高分子材料，作为目前导热系数最低的保温材料，聚氨酯泡沫材料广泛应用与建筑外墙保温、冷库保温隔热、管道保温材料、建筑板材、冷藏车及冷库隔热材等。其中大多数应用领域对阻燃性有严格的要求，需要使用阻燃级的聚氨酯泡沫。一方面，其主要原料来源于石油基化工产品，由于石油资源的日益短缺和人们环保意识的不断加强，自生物质开发化工原料和高分子材料越来越吸引人们的重视；另一方面，在众多阻燃剂中，卤系阻燃剂的效能/价格比非其它阻燃剂所能匹敌，但多溴联苯和多溴二苯醚等有害物质已严禁使用，发展含溴高分子化合物成为近年来阻燃领域的重要研究课题。Polyurethane foam is a kind of polymer material made of isocyanate and hydroxyl compound through polymerization and foaming. As the insulation material with the lowest thermal conductivity, polyurethane foam is widely used in building exterior wall insulation, cold storage insulation, pipeline insulation materials, construction Plates, refrigerated trucks and cold storage insulation materials, etc. Most of these applications have strict requirements on flame retardancy and require the use of flame-retardant grade polyurethane foam. On the one hand, its main raw materials come from petroleum-based chemical products. Due to the increasing shortage of petroleum resources and the continuous strengthening of people's awareness of environmental protection, the development of chemical raw materials and polymer materials from biomass has attracted more and more attention; on the other hand, in many Among flame retardants, the performance/price ratio of halogenated flame retardants is unmatched by other flame retardants, but the use of harmful substances such as polybrominated biphenyls and polybrominated diphenyl ethers has been strictly prohibited. The development of bromine-containing polymer compounds has become a flame retardant in recent years important research topics in the field.
为解决上述存在的问题，本发明的一个目的是利用含羟基的植物油或羟基化植物油代替石油基羟基化合物，降低石油资源的消耗。另一个目的是采用含溴高聚物(聚丙烯酸五溴苄酯或丙烯酸五溴苄酯-丁二烯共聚物)和二乙基次磷酸铝为阻燃剂，发挥磷-溴的协同阻燃效应，赋予聚氨酯泡沫优异的耐火性能。To solve the above problems, an object of the present invention is to use hydroxyl-containing vegetable oil or hydroxylated vegetable oil instead of petroleum-based hydroxyl compounds to reduce the consumption of petroleum resources. Another purpose is to use bromine-containing polymers (pentabromobenzyl acrylate or pentabromobenzyl acrylate-butadiene copolymer) and diethyl aluminum hypophosphite as flame retardants to exert the synergistic flame retardancy of phosphorus-bromine Effect, endows polyurethane foam with excellent fire resistance.
发明内容Contents of the invention
本发明的目的是提供一种制备阻燃性生物质基聚氨酯泡沫的方法。The object of the present invention is to provide a method for preparing flame-retardant biomass-based polyurethane foam.
本发明的技术方案如下：Technical scheme of the present invention is as follows:
一种制备阻燃性生物质基聚氨酯泡沫，由下列质量分数的原料制备而成：A preparation of flame-retardant biomass-based polyurethane foam, prepared from the following raw materials in mass fractions:
多羟基生物质100份；100 parts of polyhydroxyl biomass;
有机多异氰酸酯50-80份；50-80 parts of organic polyisocyanate;
多元醇3-10份；3-10 parts of polyols;
阻燃剂10-20份；10-20 parts of flame retardant;
发泡剂2-8份；Foaming agent 2-8 parts;
催化剂1-3份；1-3 parts of catalyst;
表面活性剂2-5份。Surfactant 2-5 parts.
上述步骤中所述多羟基生物质为多羟基生物质为蓖麻油、羟基化亚麻油和羟基化桐油中的一种或其一种以上混合物。The polyhydroxyl biomass described in the above steps is one of castor oil, hydroxylated linseed oil and hydroxylated tung oil or a mixture of more than one of the polyhydroxyl biomass.
上述步骤中有机多异氰酸酯为二苯基甲烷二异氰酸酯和多亚甲基多苯基多异氰酸酯中的一种或其混合物。In the above steps, the organic polyisocyanate is one of diphenylmethane diisocyanate and polymethylene polyphenyl polyisocyanate or a mixture thereof.
上述步骤中多元醇为乙二醇、丙二醇、丁二醇和丙三醇中的一种或其混合物。In the above steps, the polyhydric alcohol is one of ethylene glycol, propylene glycol, butanediol and glycerol or a mixture thereof.
上述步骤中发泡剂为环戊烷和水中的一种或其混合物；Foaming agent is a kind of or its mixture in cyclopentane and water in the above-mentioned steps;
上述步骤中催化剂为季铵盐类催化剂、叔铵盐类催化剂和三聚催化剂中的一种或其混合物。In the above steps, the catalyst is one or a mixture of quaternary ammonium salt catalysts, tertiary ammonium salt catalysts and trimerization catalysts.
上述步骤中阻燃剂为二乙基次磷酸铝和含溴高聚物，其中二乙基次磷酸铝和含溴高聚物质量比为0.1-10，其中含溴高聚物为聚丙烯酸五溴苄酯或丙烯酸五溴苄酯-丁二烯共聚物中的一种或两种。In the above steps, the flame retardant is aluminum diethyl hypophosphite and bromine-containing high polymer, wherein the mass ratio of diethyl aluminum hypophosphite and bromine-containing high polymer is 0.1-10, wherein the bromine-containing high polymer is polyacrylic acid penta One or both of bromobenzyl ester or pentabromobenzyl acrylate-butadiene copolymer.
上述步骤中表面活性剂为硅酮表面活性剂。Surfactant is silicone surfactant in the above-mentioned steps.
一种制备阻燃性生物质基聚氨酯泡沫的方法，按照下述步骤进行：A method for preparing flame-retardant bio-based polyurethane foam, carried out according to the following steps:
将多羟基生物质100份、有机多异氰酸酯50-80份、多元醇3-10份、阻燃剂10-20份、发泡剂2-8份、催化剂1-3份以及表面活性剂2-5份，搅拌均匀，然后浇注到预热并涂有脱模剂的平板模具中，缓慢升温至50～100℃，恒温反应10～18h后，加压1～10MPa固化脱模，即得到阻燃性生物质基聚氨酯泡沫。100 parts of polyhydroxy biomass, 50-80 parts of organic polyisocyanate, 3-10 parts of polyol, 10-20 parts of flame retardant, 2-8 parts of foaming agent, 1-3 parts of catalyst and 2- 5 parts, stir evenly, then pour into a preheated flat mold coated with a release agent, slowly raise the temperature to 50-100°C, react at a constant temperature for 10-18 hours, pressurize 1-10MPa to solidify and release the mold, and then obtain a flame retardant Non-toxic bio-based polyurethane foam.
本发明的优点：一是以含羟基的植物油或羟基化植物油代替石油基羟基化合物，降低石油资源的消耗；二是利用磷-溴的协同阻燃效应，赋予聚氨酯泡沫优异的耐火性能。The advantages of the present invention are as follows: first, petroleum-based hydroxyl compounds are replaced by hydroxyl-containing vegetable oils or hydroxylated vegetable oils to reduce the consumption of petroleum resources; second, the synergistic flame-retardant effect of phosphorus-bromine is used to endow the polyurethane foam with excellent fire-resistant performance.
具体实施方式：Detailed ways:
以下结合实施例，对本发明来进一步说明，但并不限制本发明。除非另有说明，在实施例中所有份数和百分比均以质量计。Below in conjunction with embodiment, the present invention is further described, but does not limit the present invention. All parts and percentages in the examples are by mass unless otherwise stated.
实施例1Example 1
将蓖麻油100份、二苯基甲烷二异氰酸酯50份、1,3-丁二醇5份、二乙基次磷酸铝1份、聚丙烯酸五溴苄酯9份、环戊烷2份、季铵盐类催化剂1份以及硅酮表面活性剂2份，搅拌均匀，然后浇注到预热并涂有脱模剂的平板模具中，缓慢升温至100℃，恒温反应10h后，加压1MPa固化脱模，即得到阻燃性生物质基聚氨酯泡沫。100 parts of castor oil, 50 parts of diphenylmethane diisocyanate, 5 parts of 1,3-butanediol, 1 part of aluminum diethyl hypophosphite, 9 parts of pentabromobenzyl polyacrylate, 2 parts of cyclopentane, quaternary 1 part of ammonium salt catalyst and 2 parts of silicone surfactant, stir evenly, then pour into a preheated flat mold coated with a release agent, slowly raise the temperature to 100°C, react at constant temperature for 10 hours, pressurize 1MPa to solidify and release mold to obtain flame-retardant biomass-based polyurethane foam.
实施例2Example 2
将羟基化亚麻油100份、二苯基甲烷二异氰酸酯80份、1,3-丁二醇10份、二乙基次磷酸铝18份、聚丙烯酸五溴苄酯2份、环戊烷2份、季铵盐类催化剂2份以及硅酮表面活性剂3份，搅拌均匀，然后浇注到预热并涂有脱模剂的平板模具中，缓慢升温至80℃，恒温反应12h后，加压6MPa固化脱模，即得到阻燃性生物质基聚氨酯泡沫。100 parts of hydroxylated linseed oil, 80 parts of diphenylmethane diisocyanate, 10 parts of 1,3-butanediol, 18 parts of aluminum diethyl hypophosphite, 2 parts of pentabromobenzyl polyacrylate, and 2 parts of cyclopentane , 2 parts of quaternary ammonium salt catalyst and 3 parts of silicone surfactant, stir evenly, and then pour it into a preheated flat mold coated with a release agent, slowly raise the temperature to 80°C, react at constant temperature for 12 hours, and pressurize to 6MPa After curing and demoulding, a flame-retardant biomass-based polyurethane foam is obtained.
实施例3Example 3
将羟基化桐油100份、二苯基甲烷二异氰酸酯50份、1,3-丁二醇5份、二乙基次磷酸铝18份、聚丙烯酸五溴苄酯2份、环戊烷3份、季铵盐类催化剂1份以及硅酮表面活性剂2份，搅拌均匀，然后浇注到预热并涂有脱模剂的平板模具中，缓慢升温至75℃，恒温反应12h后，加压8MPa固化脱模，即得到阻燃性生物质基聚氨酯泡沫。100 parts of hydroxylated tung oil, 50 parts of diphenylmethane diisocyanate, 5 parts of 1,3-butanediol, 18 parts of aluminum diethyl hypophosphite, 2 parts of pentabromobenzyl polyacrylate, 3 parts of cyclopentane, 1 part of quaternary ammonium salt catalyst and 2 parts of silicone surfactant, stir evenly, then pour into a preheated flat mold coated with release agent, slowly raise the temperature to 75°C, react at constant temperature for 12 hours, pressurize 8MPa to cure After demoulding, the flame-retardant biomass-based polyurethane foam is obtained.
实施例4Example 4
将蓖麻油100份、二苯基甲烷二异氰酸酯50份、1,3-丁二醇5份、二乙基次磷酸铝18份、聚丙烯酸五溴苄酯2份、水5份、季铵盐类催化剂3份以及硅酮表面活性剂5份，搅拌均匀，然后浇注到预热并涂有脱模剂的平板模具中，缓慢升温至50℃，恒温反应18h后，加压10MPa固化脱模，即得到阻燃性生物质基聚氨酯泡沫。100 parts of castor oil, 50 parts of diphenylmethane diisocyanate, 5 parts of 1,3-butanediol, 18 parts of aluminum diethyl hypophosphite, 2 parts of pentabromobenzyl polyacrylate, 5 parts of water, quaternary ammonium salt 3 parts of catalyst and 5 parts of silicone surfactant, stir evenly, then pour into a preheated flat mold coated with release agent, slowly raise the temperature to 50°C, react at constant temperature for 18 hours, press 10MPa to cure and release the mold, That is, a flame-retardant biomass-based polyurethane foam is obtained.
上述实例制备的桐油基阻燃聚氨酯弹性体，氧指数LOI按照GB/T2406-1993测定，垂直燃烧按照GB8333-1987测定，如下表1所示:The tung oil-based flame-retardant polyurethane elastomer prepared by the above example, the oxygen index LOI is measured according to GB/T2406-1993, and the vertical combustion is measured according to GB8333-1987, as shown in Table 1 below:
表1实施例1-4制备的桐油基阻燃聚氨酯弹性体性能指标Tung oil-based flame-retardant polyurethane elastomer performance index prepared by table 1 embodiment 1-4
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| CN105622884A (en) * | 2016-04-06 | 2016-06-01 | 苏州甫众塑胶有限公司 | Organic foam thermal-insulation building material and preparation method thereof |
| CN106554605A (en) * | 2016-11-01 | 2017-04-05 | 常州大学 | A kind of phosphorus bromine synergistic highly expanded flame-retardant PET material and preparation method thereof |
| JP2020033508A (en) * | 2018-08-31 | 2020-03-05 | 株式会社エフコンサルタント | Curable composition |
| EP3833703B1 (en) | 2018-08-08 | 2022-09-14 | Covestro Intellectual Property GmbH & Co. KG | Phosphinate as flame protection additive for pur/pir rigid foams |
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| CN103483807A (en) * | 2013-09-05 | 2014-01-01 | 常州大学 | Renewable-resource-based outer wall heat insulating material and preparation method thereof |
| CN103804626A (en) * | 2014-01-27 | 2014-05-21 | 中国科学技术大学 | Halogen-free flame-retardant hard polyurethane foam and preparation method thereof |
| CN104204016A (en) * | 2012-03-23 | 2014-12-10 | 巴斯夫欧洲公司 | Process for producing rigid polyurethane foam and rigid polyisocyanurate foam |
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| CN101704938A (en) * | 2009-11-27 | 2010-05-12 | 青岛生物能源与过程研究所 | Preparation method of bean pulp polyurethane foam plastics |
| CN104204016A (en) * | 2012-03-23 | 2014-12-10 | 巴斯夫欧洲公司 | Process for producing rigid polyurethane foam and rigid polyisocyanurate foam |
| CN103483807A (en) * | 2013-09-05 | 2014-01-01 | 常州大学 | Renewable-resource-based outer wall heat insulating material and preparation method thereof |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN105622884A (en) * | 2016-04-06 | 2016-06-01 | 苏州甫众塑胶有限公司 | Organic foam thermal-insulation building material and preparation method thereof |
| CN105622884B (en) * | 2016-04-06 | 2018-08-21 | 温州包鹿新材料有限公司 | A kind of organic foam heat-insulating construction material and preparation method thereof |
| CN106554605A (en) * | 2016-11-01 | 2017-04-05 | 常州大学 | A kind of phosphorus bromine synergistic highly expanded flame-retardant PET material and preparation method thereof |
| EP3833703B1 (en) | 2018-08-08 | 2022-09-14 | Covestro Intellectual Property GmbH & Co. KG | Phosphinate as flame protection additive for pur/pir rigid foams |
| JP2020033508A (en) * | 2018-08-31 | 2020-03-05 | 株式会社エフコンサルタント | Curable composition |
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