CN102432968B - 改性聚乙烯醇及其制备方法 - Google Patents
改性聚乙烯醇及其制备方法 Download PDFInfo
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- CN102432968B CN102432968B CN 201110309018 CN201110309018A CN102432968B CN 102432968 B CN102432968 B CN 102432968B CN 201110309018 CN201110309018 CN 201110309018 CN 201110309018 A CN201110309018 A CN 201110309018A CN 102432968 B CN102432968 B CN 102432968B
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- polyvinyl alcohol
- preparation
- hyperbranched polymer
- modified polyvinyl
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- 239000004372 Polyvinyl alcohol Substances 0.000 title claims abstract description 101
- 229920002451 polyvinyl alcohol Polymers 0.000 title claims abstract description 101
- 238000002360 preparation method Methods 0.000 title claims abstract description 21
- 229920000587 hyperbranched polymer Polymers 0.000 claims abstract description 52
- 239000002904 solvent Substances 0.000 claims abstract description 25
- 238000002156 mixing Methods 0.000 claims abstract description 20
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 8
- 125000003368 amide group Chemical group 0.000 claims abstract description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 3
- 125000004185 ester group Chemical group 0.000 claims abstract description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 40
- 239000000203 mixture Substances 0.000 claims description 23
- 239000000126 substance Substances 0.000 claims description 15
- 238000006116 polymerization reaction Methods 0.000 claims description 13
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 8
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 claims description 6
- 238000006136 alcoholysis reaction Methods 0.000 claims description 6
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 claims description 6
- 229940043276 diisopropanolamine Drugs 0.000 claims description 6
- -1 1,2-cyclohexane dicarboxylic acid acid anhydride Chemical class 0.000 claims description 5
- 239000000178 monomer Substances 0.000 claims description 5
- 229940059574 pentaerithrityl Drugs 0.000 claims description 4
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 4
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 claims description 2
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 2
- 238000012653 anionic ring-opening polymerization Methods 0.000 claims description 2
- 125000000524 functional group Chemical group 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 238000000034 method Methods 0.000 abstract description 9
- 230000008569 process Effects 0.000 abstract description 5
- 238000002844 melting Methods 0.000 abstract description 2
- 230000008018 melting Effects 0.000 abstract description 2
- 239000011259 mixed solution Substances 0.000 abstract 2
- 238000004220 aggregation Methods 0.000 abstract 1
- 230000002776 aggregation Effects 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 238000005979 thermal decomposition reaction Methods 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 44
- 238000012545 processing Methods 0.000 description 11
- 238000000354 decomposition reaction Methods 0.000 description 8
- 238000013467 fragmentation Methods 0.000 description 8
- 238000006062 fragmentation reaction Methods 0.000 description 8
- 230000008859 change Effects 0.000 description 6
- 230000004048 modification Effects 0.000 description 6
- 238000012986 modification Methods 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 238000007334 copolymerization reaction Methods 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 239000004902 Softening Agent Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 239000004327 boric acid Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000001938 differential scanning calorimetry curve Methods 0.000 description 3
- 230000004927 fusion Effects 0.000 description 3
- 238000002074 melt spinning Methods 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000012847 fine chemical Substances 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- BJEPYKJPYRNKOW-UHFFFAOYSA-N malic acid Chemical compound OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 229920001169 thermoplastic Polymers 0.000 description 2
- 239000004416 thermosoftening plastic Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- RGSWUUYYWXYOEJ-UHFFFAOYSA-N Cc(c(NC(N(CCN)CCO)=O)c1)ccc1NC(N(CCO)CCO)=O Chemical compound Cc(c(NC(N(CCN)CCO)=O)c1)ccc1NC(N(CCO)CCO)=O RGSWUUYYWXYOEJ-UHFFFAOYSA-N 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical group C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 238000005267 amalgamation Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000005352 clarification Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000007766 curtain coating Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000002608 ionic liquid Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000010128 melt processing Methods 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 238000002715 modification method Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 125000000914 phenoxymethylpenicillanyl group Chemical group CC1(S[C@H]2N([C@H]1C(=O)*)C([C@H]2NC(COC2=CC=CC=C2)=O)=O)C 0.000 description 1
- HXITXNWTGFUOAU-UHFFFAOYSA-N phenylboronic acid Chemical compound OB(O)C1=CC=CC=C1 HXITXNWTGFUOAU-UHFFFAOYSA-N 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 238000010129 solution processing Methods 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000007669 thermal treatment Methods 0.000 description 1
- 238000001149 thermolysis Methods 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Images
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- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
Tm-max/℃ | Td-s/℃ | Td-max/℃ | Td-s与Tm-max差值/℃ | Td-max与Tm-max差值/℃ | |
PVA1799 | 225.1 | 232.5 | 255.2 | 7.4 | 30.1 |
实施例1 | 220.6 | 269.1 | 309.5 | 48.5 | 88.9 |
实施例2 | 216.8 | 264.7 | 299.5 | 47.9 | 82.7 |
实施例3 | 218.2 | 270.6 | 305.1 | 52.4 | 86.9 |
PVA2488 | 222.7 | 235.7 | 263.8 | 13 | 41.1 |
实施例4 | 214.35 | 269.6 | 297.3 | 55.2 | 82.9 |
实施例5 | 218.54 | 272.5 | 304.6 | 54 | 86.1 |
PVA0588 | 219.7 | 233.3 | 250.4 | 13.6 | 30.7 |
实施例6 | 214.8 | 262.2 | 302.9 | 47.4 | 88.1 |
实施例7 | 218.7 | 269.4 | 303.6 | 50.7 | 84.9 |
实施例8 | 220.3 | 273.5 | 310.9 | 53.2 | 90.6 |
Claims (8)
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CN 201110309018 CN102432968B (zh) | 2011-10-12 | 2011-10-12 | 改性聚乙烯醇及其制备方法 |
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CN 201110309018 CN102432968B (zh) | 2011-10-12 | 2011-10-12 | 改性聚乙烯醇及其制备方法 |
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CN102432968A CN102432968A (zh) | 2012-05-02 |
CN102432968B true CN102432968B (zh) | 2013-08-28 |
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Families Citing this family (6)
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WO2019131952A1 (ja) * | 2017-12-28 | 2019-07-04 | 三菱ケミカル株式会社 | 地下処理用目止め材、地下処理方法及び坑井壁の目止め方法 |
CN108659424B (zh) * | 2018-05-24 | 2021-03-05 | 孙筱媛 | 一种改性聚乙烯醇的水溶式造粒方法 |
CN112280226B (zh) * | 2020-10-19 | 2022-06-14 | 中国石油化工股份有限公司 | 一种聚乙烯醇系光学膜及其制备方法 |
CN114957894B (zh) * | 2021-02-18 | 2023-05-05 | 吉林大学 | 一种聚乙烯醇基复合材料及其制备方法、应用、回收方法 |
CN113430666B (zh) * | 2021-06-29 | 2022-04-29 | 东华大学 | 一种含oh-hbp的高强粗旦聚乙烯醇纤维及其制备方法 |
CN114806051B (zh) * | 2022-05-26 | 2023-06-06 | 佛山清粤新材料科技有限公司 | 一种改性聚乙烯醇/热塑性树脂复合材料的制备方法 |
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CN1766183A (zh) * | 2005-10-14 | 2006-05-03 | 东华大学 | 采用超支化聚合物纳米材料降低氨纶纺丝液粘度的方法 |
CN100532420C (zh) * | 2006-11-30 | 2009-08-26 | 中国科学院长春应用化学研究所 | 一种采用超支化聚合物改性聚乳酸的方法 |
CN101210075A (zh) * | 2006-12-26 | 2008-07-02 | 中国科学院兰州化学物理研究所 | 含有离子液体的聚合物薄膜及其制备方法 |
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