CN105924463A - 含硅氧烷苯并噁嗪改性木质素/尼龙6复合材料及其制备方法 - Google Patents
含硅氧烷苯并噁嗪改性木质素/尼龙6复合材料及其制备方法 Download PDFInfo
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- CMLFRMDBDNHMRA-UHFFFAOYSA-N 2h-1,2-benzoxazine Chemical compound C1=CC=C2C=CNOC2=C1 CMLFRMDBDNHMRA-UHFFFAOYSA-N 0.000 title claims abstract description 16
- 229920002292 Nylon 6 Polymers 0.000 title claims abstract description 14
- 239000002131 composite material Substances 0.000 title claims abstract description 13
- 238000002360 preparation method Methods 0.000 title claims abstract description 9
- 239000004677 Nylon Substances 0.000 title abstract description 5
- 229920001778 nylon Polymers 0.000 title abstract description 5
- 239000000463 material Substances 0.000 title abstract description 4
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 title abstract 2
- 229920005989 resin Polymers 0.000 claims abstract description 31
- 239000011347 resin Substances 0.000 claims abstract description 31
- 229920005610 lignin Polymers 0.000 claims description 26
- NMGLVHXJOMBIJW-UHFFFAOYSA-N 1h-benzimidazole;dihydrochloride Chemical compound Cl.Cl.C1=CC=C2NC=NC2=C1 NMGLVHXJOMBIJW-UHFFFAOYSA-N 0.000 claims description 14
- 238000003756 stirring Methods 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 6
- 229920001296 polysiloxane Polymers 0.000 claims description 6
- 229930040373 Paraformaldehyde Natural products 0.000 claims description 5
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 5
- 229920002866 paraformaldehyde Polymers 0.000 claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- 238000010792 warming Methods 0.000 claims description 4
- 238000001125 extrusion Methods 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- JOLVYUIAMRUBRK-UHFFFAOYSA-N 11',12',14',15'-Tetradehydro(Z,Z-)-3-(8-Pentadecenyl)phenol Natural products OC1=CC=CC(CCCCCCCC=CCC=CCC=C)=C1 JOLVYUIAMRUBRK-UHFFFAOYSA-N 0.000 claims description 2
- YLKVIMNNMLKUGJ-UHFFFAOYSA-N 3-Delta8-pentadecenylphenol Natural products CCCCCCC=CCCCCCCCC1=CC=CC(O)=C1 YLKVIMNNMLKUGJ-UHFFFAOYSA-N 0.000 claims description 2
- JOLVYUIAMRUBRK-UTOQUPLUSA-N Cardanol Chemical compound OC1=CC=CC(CCCCCCC\C=C/C\C=C/CC=C)=C1 JOLVYUIAMRUBRK-UTOQUPLUSA-N 0.000 claims description 2
- FAYVLNWNMNHXGA-UHFFFAOYSA-N Cardanoldiene Natural products CCCC=CCC=CCCCCCCCC1=CC=CC(O)=C1 FAYVLNWNMNHXGA-UHFFFAOYSA-N 0.000 claims description 2
- PTFIPECGHSYQNR-UHFFFAOYSA-N cardanol Natural products CCCCCCCCCCCCCCCC1=CC=CC(O)=C1 PTFIPECGHSYQNR-UHFFFAOYSA-N 0.000 claims description 2
- 150000002989 phenols Chemical class 0.000 claims description 2
- 238000010992 reflux Methods 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 239000011159 matrix material Substances 0.000 abstract description 4
- 229920000642 polymer Polymers 0.000 abstract description 4
- 239000011256 inorganic filler Substances 0.000 abstract description 3
- 229910003475 inorganic filler Inorganic materials 0.000 abstract description 3
- 238000007151 ring opening polymerisation reaction Methods 0.000 abstract description 3
- 238000010438 heat treatment Methods 0.000 abstract description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- 239000002994 raw material Substances 0.000 abstract description 2
- 239000000843 powder Substances 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 229960000935 dehydrated alcohol Drugs 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- -1 nitrogen-containing heterocycle compound Chemical class 0.000 description 3
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 2
- 150000005130 benzoxazines Chemical class 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical group [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000012675 alcoholic extract Substances 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 238000002464 physical blending Methods 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 125000002924 primary amino group Chemical class [H]N([H])* 0.000 description 1
- 230000003252 repetitive effect Effects 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08H—DERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS
- C08H6/00—Macromolecular compounds derived from lignin, e.g. tannins, humic acids
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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
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
- C08L77/02—Polyamides derived from omega-amino carboxylic acids or from lactams thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/02—Flame or fire retardant/resistant
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/08—Stabilised against heat, light or radiation or oxydation
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- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
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- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
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Abstract
本发明提供了含硅氧烷苯并噁嗪改性木质素/尼龙6复合材料及其制备方法,该树脂不仅可以改善无机填料与基体聚合物的相容性,同时在加热条件下自身开环聚合,提高了复合材料耐热性能及力学性能。本发明复合材料的制备工艺简单,原料可以多种选择,易于实现工业化生产,成本低廉,产率高达85%。
Description
技术领域
本发明涉及一种高性能复合材料的制备,具体说是合成两种含硅氧烷的苯并噁嗪树脂,然后添加入木质素中共混,最后与尼龙6共挤出造粒。
背景技术
苯并噁嗪树脂是由酚类、甲醛或多聚甲醛及伯胺通过Mannich反应得到的一类含氮杂环化合物。其在加热或催化剂下可开环聚合,形成类似酚醛树脂结构的聚苯并噁嗪。由于苯并噁嗪具有稳定的芳环结构,并且在固化过程中不释放小分子,故而聚苯并噁嗪作为一种新型的热固性树脂,具有优异的电绝缘性、高的热氧稳定性、良好的阻燃性、稳定的绝缘性、优异的力学性能。因此,苯并噁嗪化合物具有广阔的应用价值和研究前景。
木质素是一种来源十分丰富的热塑性天然高分子材料,由于木质素的分子结构中存在众多不同种类的活性基团,如酚羟基、醇羟基、碳基共扼双键等活性基团,兼具可再生、可降解、无毒等优点。利用木质素的活性基团与热塑性特征,可通过化学反应与物理共混将木质素与基体树脂复合,提高材料的性能及降低成本,并且复合材料由于木质素的可降解性而能够在自然环境下具有一定的降解能力。
聚酰胺俗称尼龙(Nylon),它是大分子主链重复单元中含有酰胺基团的高聚物的总称。尼龙-6是其系列产品之一,具有熔点低,加工工艺温度范围很宽,良好的回弹性,抗疲劳性及热稳定性等性能,广泛应用于航天航空、造船、汽车、纺织、电器等领域。
发明内容
本发明提供了一种含硅氧烷的苯并噁嗪树脂,该树脂不仅可以改善无机填料与基体聚合物的相容性,同时在加热条件下自身开环聚合,提高了复合材料耐热性能及力学性能。
本发明的一种含硅氧烷的苯并噁嗪树脂,其分子结构如式(Ⅰ)所示:
本发明所述木质素改性苯并噁嗪/尼龙6复合材料的制备方法,包括如下步骤:
1.在室温条件下,将多聚甲醛、KH-550与无水乙醇加入圆底烧瓶中,搅拌30min左右;
2.室温条件下,边搅拌边加入苯酚或腰果酚,缓慢升温至85℃;
3.85℃恒温水浴条件下,搅拌回流6h左右,获得黄色或紫色透明溶液即为苯并噁嗪树脂;
4.将黄色或紫色树脂缓慢加入木质素中,迅速搅拌均匀;
5.将其置于80℃鼓风干燥箱中处理2h左右,后升温至120℃继续处理2h,取出研磨获得木质素改性苯并噁嗪;
6.将获得的改性苯并噁嗪与尼龙6共挤出造粒,获得木质素改性苯并噁嗪/尼龙6复合材料。
本发明复合材料将木质素、尼龙两者的优点相结合,同时苯并噁嗪具有优异的耐热性和阻燃性,固化过程中没有小分子释放,固化收缩率几乎为零,模量大,强度高等特性,且硅氧烷的存在,可有效的改善无机填料与基体树脂不相容的问题,并且硅氧烷易水解,为其后续的利用提供了广阔的空间。
目前,含硅氧烷的苯并噁嗪树脂改性木质素目前国内尚未报道。
与已有技术相比较,本发明的优势在于:
1.本发明将苯并噁嗪引入到尼龙6中,改善了尼龙6易吸水、阻燃性及耐热性能;
2.本发明将改性木质素加入尼龙6中,改善了木质素与聚合物的相容性及加工工艺性;
3.本发明复合材料的制备工艺简单,原料可以多种选择,易于实现工业化生产,成本低廉,产率高达85%。
具体实施方式
下述具体实施方式是对于本发明内容的进一步说明以作为对本发明技术内容的阐释,但本发明的实质内容并不仅限于下述实施例所述,本领域的普通技术人员可以且应当知晓任何基于本发明实质精神的简单变化或替换均应属于本发明所要求的保护范围。
实施例1:
(1)500mL三口烧瓶中,加入1.16mol多聚甲醛和0.58molKH-550,室温下边搅拌边加入适量溶剂无水乙醇,搅拌30min左右,加入0.58mol苯酚,缓慢升温至85℃,恒温回流搅拌6h左右,获得黄色透明溶液即为苯并噁嗪树脂;
(2)将苯并噁嗪树脂与木质素按照1:5质量比共混,搅拌均匀后,置于鼓风干燥箱中,80℃干燥2h,后升温至120℃,继续干燥2h,获得苯并噁嗪改性木质素,研磨成粉末待用;
(3)尼龙-6 100份,苯并噁嗪改性木质素粉末30份,润滑剂EBS 0.3~0.4份,抗氧剂1010 0.1份,抗氧剂168 0.2份,混合均匀,通过单螺杆挤出机造粒,挤 出工艺参数见表1。
表1 实施例1挤出工艺参数
项目 | 一区 | 二区 | 三区 | 四区 | 五区 | 六区 | 七区 | 八区 | 模头 |
设置温度(℃) | 210 | 235 | 240 | 240 | 235 | 235 | 230 | 230 | 235 |
实际温度(℃) | 205 | 232 | 243 | 233 | 229 | 224 | 228 | 231 | 227 |
实施例2:
(1)500mL三口烧瓶中,加入1.16mol多聚甲醛和0.58molKH-550,室温下边搅拌边加入适量溶剂无水乙醇,搅拌30min左右,加入0.58mol苯酚,缓慢升温至85℃,恒温回流搅拌6h左右,获得黄色透明溶液即为苯并噁嗪树脂;
(2)将苯并噁嗪树脂与木质素按照1:5质量比共混,搅拌均匀后,置于鼓风干燥箱中,80℃干燥2h,后升温至120℃,继续干燥2h,获得苯并噁嗪改性木质素,研磨成粉末待用;
(3)尼龙-6 100份,苯并噁嗪改性木质素粉末30份,润滑剂EBS 0.3~0.4份,抗氧剂1010 0.1份,抗氧剂168 0.2份,混合均匀,通过单螺杆挤出机造粒,挤出工艺参数见表2。
表2 实施例2挤出工艺参数
项目 | 一区 | 二区 | 三区 | 四区 | 五区 | 六区 | 七区 | 八区 | 模头 |
设置温度(℃) | 210 | 235 | 240 | 240 | 235 | 235 | 230 | 230 | 235 |
实际温度(℃) | 209 | 232 | 234 | 240 | 234 | 229 | 224 | 234 | 234 |
Claims (5)
1.一种含硅氧烷的苯并噁嗪树脂,其分子结构式如(Ⅰ)所示:
2.制备权利要求1所述的含硅氧烷的苯并噁嗪树脂的方法,其特征在于包括如下步骤:
在室温条件下,向反应器中加入0.1molKH-550和0.2mol多聚甲醛,加入100mL溶剂无水乙醇,搅拌30min左右,加入0.1mol单酚类化合物,缓慢升温至85℃,搅拌回流6h,旋转蒸发除去溶剂获得两种目标产物。
3.如权利要求2所述的制备方法,其特征在于:所述单酚类化合物为苯酚或腰果酚。
4.一种使用权利要求1所述苯并噁嗪树脂改性木质素的方法,其特征在于包括以下步骤:取木质素100份,苯并噁嗪树脂20份,搅拌均匀,至于80℃鼓风干燥箱中1h,后升温至120℃继续干燥2h~3h,可得到苯并噁嗪改性木质素。
5.一种使用权利要求4所述苯并噁嗪改性木质素来制备复合材料的工艺方法,其特征在于包含以下步骤:取尼龙-6 100份,苯并噁嗪改性木质素30份,润滑剂EBS 0.3~0.4份,抗氧剂1010 0.1份,抗氧剂168 0.2份,混合均匀,通过单螺杆挤出机造粒。
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CN117944337A (zh) * | 2024-03-27 | 2024-04-30 | 成都鲲鹏云智科技有限公司 | 一种阻燃隔热复合纤维面料及其制备方法、在防火服中的应用 |
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