CN106120300B - 一种超高分子量聚乙烯纤维表面官能化处理方法 - Google Patents
一种超高分子量聚乙烯纤维表面官能化处理方法 Download PDFInfo
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- CN106120300B CN106120300B CN201610587498.5A CN201610587498A CN106120300B CN 106120300 B CN106120300 B CN 106120300B CN 201610587498 A CN201610587498 A CN 201610587498A CN 106120300 B CN106120300 B CN 106120300B
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- molecular weight
- fiber
- weight polyethylene
- polyethylene fibers
- chlorination
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- 239000000835 fiber Substances 0.000 title claims abstract description 102
- 239000004699 Ultra-high molecular weight polyethylene Substances 0.000 title abstract description 51
- 229920000785 ultra high molecular weight polyethylene Polymers 0.000 title abstract description 51
- 238000000034 method Methods 0.000 title abstract description 6
- 238000006557 surface reaction Methods 0.000 title abstract description 5
- 238000006243 chemical reaction Methods 0.000 claims abstract description 39
- 238000005660 chlorination reaction Methods 0.000 claims abstract description 37
- 239000000178 monomer Substances 0.000 claims abstract description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000008346 aqueous phase Substances 0.000 claims abstract description 11
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000000460 chlorine Substances 0.000 claims abstract description 9
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 9
- -1 polyethylene Polymers 0.000 claims description 28
- 239000004698 Polyethylene Substances 0.000 claims description 23
- 229920000573 polyethylene Polymers 0.000 claims description 23
- 238000003672 processing method Methods 0.000 claims description 18
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 10
- 239000003054 catalyst Substances 0.000 claims description 10
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical group OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 9
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 8
- 239000003638 chemical reducing agent Substances 0.000 claims description 8
- 239000008139 complexing agent Substances 0.000 claims description 8
- QTMDXZNDVAMKGV-UHFFFAOYSA-L copper(ii) bromide Chemical compound [Cu+2].[Br-].[Br-] QTMDXZNDVAMKGV-UHFFFAOYSA-L 0.000 claims description 8
- 238000007306 functionalization reaction Methods 0.000 claims description 8
- 239000000243 solution Substances 0.000 claims description 8
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- OWIKHYCFFJSOEH-UHFFFAOYSA-N Isocyanic acid Chemical compound N=C=O OWIKHYCFFJSOEH-UHFFFAOYSA-N 0.000 claims description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 6
- XLJMAIOERFSOGZ-UHFFFAOYSA-N anhydrous cyanic acid Natural products OC#N XLJMAIOERFSOGZ-UHFFFAOYSA-N 0.000 claims description 6
- 230000033444 hydroxylation Effects 0.000 claims description 6
- 238000005805 hydroxylation reaction Methods 0.000 claims description 6
- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 claims description 6
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 4
- 229910021590 Copper(II) bromide Inorganic materials 0.000 claims description 4
- 229910021592 Copper(II) chloride Inorganic materials 0.000 claims description 4
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 claims description 4
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 4
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 4
- 229910021578 Iron(III) chloride Inorganic materials 0.000 claims description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 4
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- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical group Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 claims description 4
- 239000006184 cosolvent Substances 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- 239000008103 glucose Substances 0.000 claims description 4
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 claims description 4
- 239000012948 isocyanate Substances 0.000 claims description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 4
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 4
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 claims description 3
- ROFVEXUMMXZLPA-UHFFFAOYSA-N Bipyridyl Chemical compound N1=CC=CC=C1C1=CC=CC=N1 ROFVEXUMMXZLPA-UHFFFAOYSA-N 0.000 claims description 3
- 229910021576 Iron(III) bromide Inorganic materials 0.000 claims description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 3
- 150000001412 amines Chemical class 0.000 claims description 3
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 claims description 3
- 235000011187 glycerol Nutrition 0.000 claims description 3
- 229910000160 potassium phosphate Inorganic materials 0.000 claims description 3
- 235000011009 potassium phosphates Nutrition 0.000 claims description 3
- 239000001488 sodium phosphate Substances 0.000 claims description 3
- 229910000162 sodium phosphate Inorganic materials 0.000 claims description 3
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 claims description 3
- ZPQOPVIELGIULI-UHFFFAOYSA-N 1,3-dichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1 ZPQOPVIELGIULI-UHFFFAOYSA-N 0.000 claims description 2
- DZSGDHNHQAJZCO-UHFFFAOYSA-N 1-isocyanato-3,5-dimethylbenzene Chemical class CC1=CC(C)=CC(N=C=O)=C1 DZSGDHNHQAJZCO-UHFFFAOYSA-N 0.000 claims description 2
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 claims description 2
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 claims description 2
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 2
- 239000008367 deionised water Substances 0.000 claims description 2
- 229910021641 deionized water Inorganic materials 0.000 claims description 2
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 claims description 2
- 229960001484 edetic acid Drugs 0.000 claims description 2
- 150000002513 isocyanates Chemical class 0.000 claims description 2
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 claims description 2
- UKODFQOELJFMII-UHFFFAOYSA-N pentamethyldiethylenetriamine Chemical compound CN(C)CCN(C)CCN(C)C UKODFQOELJFMII-UHFFFAOYSA-N 0.000 claims description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 2
- 239000002994 raw material Substances 0.000 claims description 2
- 229940014800 succinic anhydride Drugs 0.000 claims description 2
- SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 claims description 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 2
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- OMRDSWJXRLDPBB-UHFFFAOYSA-N N=C=O.N=C=O.C1CCCCC1 Chemical compound N=C=O.N=C=O.C1CCCCC1 OMRDSWJXRLDPBB-UHFFFAOYSA-N 0.000 claims 1
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 claims 1
- 125000005396 acrylic acid ester group Chemical group 0.000 claims 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 claims 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 claims 1
- 239000012527 feed solution Substances 0.000 claims 1
- VGGRCVDNFAQIKO-UHFFFAOYSA-N formic anhydride Chemical compound O=COC=O VGGRCVDNFAQIKO-UHFFFAOYSA-N 0.000 claims 1
- 239000003999 initiator Substances 0.000 claims 1
- 229940119545 isobornyl methacrylate Drugs 0.000 claims 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical group O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 239000002243 precursor Substances 0.000 claims 1
- 239000000376 reactant Substances 0.000 claims 1
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- 239000011347 resin Substances 0.000 abstract description 9
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- 239000007809 chemical reaction catalyst Substances 0.000 abstract 1
- 238000007598 dipping method Methods 0.000 abstract 1
- 239000003733 fiber-reinforced composite Substances 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 description 18
- 239000007800 oxidant agent Substances 0.000 description 8
- 230000001590 oxidative effect Effects 0.000 description 7
- 230000033116 oxidation-reduction process Effects 0.000 description 6
- 230000035484 reaction time Effects 0.000 description 6
- 239000003643 water by type Substances 0.000 description 6
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 238000007605 air drying Methods 0.000 description 4
- 229920000049 Carbon (fiber) Polymers 0.000 description 3
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- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
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- 125000000524 functional group Chemical group 0.000 description 3
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical class OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 2
- 238000003851 corona treatment Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 150000003948 formamides Chemical class 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- GNEPLYVYORHREW-UHFFFAOYSA-N 1,1,3,3,6-pentamethyl-7-nitro-2h-inden-5-amine Chemical compound CC1=C(N)C=C2C(C)(C)CC(C)(C)C2=C1[N+]([O-])=O GNEPLYVYORHREW-UHFFFAOYSA-N 0.000 description 1
- OTEKOJQFKOIXMU-UHFFFAOYSA-N 1,4-bis(trichloromethyl)benzene Chemical compound ClC(Cl)(Cl)C1=CC=C(C(Cl)(Cl)Cl)C=C1 OTEKOJQFKOIXMU-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- BSNVODCYSZQZDG-UHFFFAOYSA-N C(C)(=O)OCC.C1(C=2C(C(=O)O1)=CC=CC2)=O Chemical compound C(C)(=O)OCC.C1(C=2C(C(=O)O1)=CC=CC2)=O BSNVODCYSZQZDG-UHFFFAOYSA-N 0.000 description 1
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- 229910021591 Copper(I) chloride Inorganic materials 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- KXBFLNPZHXDQLV-UHFFFAOYSA-N [cyclohexyl(diisocyanato)methyl]cyclohexane Chemical compound C1CCCCC1C(N=C=O)(N=C=O)C1CCCCC1 KXBFLNPZHXDQLV-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- IFVTZJHWGZSXFD-UHFFFAOYSA-N biphenylene Chemical group C1=CC=C2C3=CC=CC=C3C2=C1 IFVTZJHWGZSXFD-UHFFFAOYSA-N 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical group [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 1
- PLBFUQVAZLRSRG-UHFFFAOYSA-N cyanic acid;toluene Chemical compound OC#N.CC1=CC=CC=C1 PLBFUQVAZLRSRG-UHFFFAOYSA-N 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
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- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- 238000007602 hot air drying Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
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- CHWRSCGUEQEHOH-UHFFFAOYSA-N potassium oxide Chemical compound [O-2].[K+].[K+] CHWRSCGUEQEHOH-UHFFFAOYSA-N 0.000 description 1
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- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- RDRCCJPEJDWSRJ-UHFFFAOYSA-N pyridine;1h-pyrrole Chemical group C=1C=CNC=1.C1=CC=NC=C1 RDRCCJPEJDWSRJ-UHFFFAOYSA-N 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
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- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- FEONEKOZSGPOFN-UHFFFAOYSA-K tribromoiron Chemical compound Br[Fe](Br)Br FEONEKOZSGPOFN-UHFFFAOYSA-K 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/07—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with halogens; with halogen acids or salts thereof; with oxides or oxyacids of halogens or salts thereof
- D06M11/09—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with halogens; with halogen acids or salts thereof; with oxides or oxyacids of halogens or salts thereof with free halogens or interhalogen compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/04—Reinforcing macromolecular compounds with loose or coherent fibrous material
- C08J5/046—Reinforcing macromolecular compounds with loose or coherent fibrous material with synthetic macromolecular fibrous material
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Abstract
本发明公开了一种超高分子量聚乙烯纤维表面官能化处理方法,实现纤维表面与基体树脂的良好联结,从而提高了纤维增强复合材料的力学性能。本发明的方法包括以下步骤:1)将超高分子量聚乙烯纤维牵引进入含氯水相体系的密闭水槽进行表面氯化反应,得到表面氯化度为20‑50%的氯化纤维;2)将氯化纤维通过循环清水槽进行清洗;3)将清洗好的氯化纤维牵引进入接枝反应水槽中浸渍,得到表面羟基化的纤维;4)将表面羟基化的纤维通过循环清水槽进行清洗并吹干;5)将表面羟基化的纤维进入官能化单体溶液中,根据不同官能化单体反应要求,控制体系温度或加入反应催化剂,得到表面官能化的超高分子量聚乙烯纤维。
Description
技术领域
本发明涉及一种纤维表面官能化处理方法,更具体地说涉及一种超高分子量聚乙烯纤维表面官能化处理方法。
背景技术
纤维增强复合材料具有巨大的市场需求。迄今为止,国内已应用在高性能树脂基复合材料中的纤维主要包括:碳纤维、芳纶纤维和高强度玻璃纤维,这些纤维表面含有丰富的极性基团(比如:羰基、羧基、氨基和羟基等基团)能与树脂起较好的连接作用,但价格较高,限制了其大规模使用。超高分子量聚乙烯纤维(英文全称:Ultra High MolecularWeight Polyethylene Fiber,简称UHMWPE)能量吸收性能和耐磨损性均比芳纶优异,断裂伸长率明显高于碳纤维。相对于碳纤维和芳纶纤维,国内UHMWPE纤维技术成熟度较高,然而经取向后的UHMWPE纤维表面无任何反应活性点,不能与树脂形成化学键合,表面能低且不易被树脂润湿,又无粗糙的表面以供形成机械啮合点,从而限制了它在结构材料上的应用,因此对纤维表面进行改性对于超高聚乙烯纤维在复合材料中的应用具有重大意义和广泛的应用前景。
目前,聚烯烃表面极性化处理的方法主要有化学氧化处理、电晕处理、等离子处理等表面改性,其中,化学氧化处理采用强氧化剂,污染环境,还容易造成氧化程度过深使纤维强度下降;等离子体对设备要求高,电晕处理纤维表面极化不均一,这些方法较难实现工业化。因此需要研制开发一种新的超高分子量聚乙烯纤维表面官能化处理方法。
发明内容
本发明的目的是解决现有技术中存在的问题与不足,提供一种超高分子量聚乙烯纤维表面官能化处理方法,该方法实现UHMWPE纤维表面与基体树脂的良好联结,从而提高了UHMWPE纤维增强复合材料的力学性能。
本发明是通过以下技术方案实现的:
本发明的超高分子量聚乙烯纤维表面官能化处理方法,其包括以下步骤:
1)将超高分子量聚乙烯纤维牵引进入含氯水相体系的密闭水槽进行表面氯化反应,水槽的温度控制为50~80℃,纤维在水槽中的浸渍时间5~30min,得到表面氯化度为20~50%的氯化超高分子量聚乙烯纤维;
2)将氯化超高分子量聚乙烯纤维通过循环清水槽进行清洗;
3)将清洗好的氯化超高分子量聚乙烯纤维牵引进入接枝反应水槽中,水槽温度为40~60℃,纤维在水槽中的浸渍时间10~60min,得到表面羟基化的超高分子量聚乙烯纤维;
4)将表面羟基化的超高分子量聚乙烯纤维通过循环清水槽进行清洗,用60~80℃的热风吹干;
5)将表面羟基化的超高分子量聚乙烯纤维进入官能化单体溶液中,根据不同官能化单体反应要求,控制体系温度或加入反应催化剂,得到表面官能化的超高分子量聚乙烯纤维。
本发明上述的处理方法,其进一步的技术方案是所述的超高分子量聚乙烯纤维的平均分子量为100~500万。
本发明上述的处理方法,其进一步的技术方案还可以是所述的含氯水相体系原料重量配比为:
去离子水 100份
氯 0.1~0.5份。
本发明上述的处理方法,其进一步的技术方案还可以是所述的接枝反应水槽中水溶液原料重量配比为:
本发明中更进一步的技术方案是所述的氧化剂为CuCl2、CuBr2、FeCl3、FeBr3或任意两种的混合物;所述的还原剂为乙二醇、丙三醇、葡萄糖、异丙醇或1,4-丁二醇;所述的氧化-还原催化剂为碳酸钠、碳酸钾、磷酸氢二钠、磷酸钠、磷酸氢二钾、磷酸钾、氢氧化钠或氢氧化钾;所述的络合剂为联二吡啶、乙二胺四乙酸、三-(2-二甲氨乙基)胺或五甲基二乙烯三胺。本发明中更进一步的技术方案还可以是所述的活性单体为甲基丙烯酸羟乙酯、丙烯酸羟乙酯、甲基丙烯酸羟丙酯、丙烯酸羟丙酯、甲基丙烯酸甲酯、丙烯酸甲酯、甲基丙烯酸乙酯、丙烯酸乙酯、甲基丙烯酸正丁酯、丙烯酸正丁酯、甲基丙烯酸叔丁酯、丙烯酸叔丁酯、甲基丙烯酸异冰片酯、丙烯酸异冰片酯、甲基丙烯酸-2-乙基己酯、丙烯酸-2-乙基己酯、甲基丙烯酸缩水甘油酯或丙烯酸缩水甘油酯。更进一步的技术方案还可以是所述的共溶剂为吡啶、甲酰胺、丙酮或二甲基甲酰胺。
本发明上述的处理方法,其进一步的技术方案还可以是所述的官能化单体为马来酸酐、邻苯二甲酸酐、丁二酸酐、聚醚型二异氰酸、聚醚型单异氰酸、聚酯型单异氰酸、二苯基甲烷二异氰酸酯、二苯甲烷二异氰酸酯、异佛尔酮二异氰酸酯、甲苯二异氰酸酯、环己烷二异氰酸酯、3,5-二甲基苯基异氰酸酯或2,4-二氯苯基异氰酸酯。
本发明的原理如下:
UHMWPE纤维表面经氯化后,利用原子转移反应将丙烯酸酯类活性单体接枝在UHMWPE纤维表面,根据所复合的基体树脂的需求,对接枝纤维表面进行官能化改性,从而提高UHMWPE纤维增强复合材料的力学性能。
本发明与现有技术相比具有以下有益效果:
1、不对UHMWPE纤维造成深度破坏;2、对设备要求不高;3、UHMWPE纤维表面官能化处理均一;4、可根据树脂基材料的需求,在UHMWPE纤维表面获得对应的官能基团;5、提高了UHMWPE纤维与树脂基材料之间的粘结强度。
附图说明
图1为实施例1的UHMWPE纤维表面接枝上甲基丙烯酸羟乙酯的傅里叶红外图谱;
具体实施方式:
实施例1
将UHMWPE纤维通过含氯水相体系进行表面氯化反应,氯化水溶液中含有:100份去离子水,0.4份氯,反应温度65℃,通过水槽中的浸渍时间10min,获得氯化度为30%的UHMWPE纤维表面,表面氯化后的UHMWPE纤维通过接枝反应水溶液中进行原子基团转移反应,其接枝反应水溶液中含有:100份去离子水,0.2份氧化剂CuCl2,1份还原剂乙二醇,3份活性单体甲基丙烯酸羟乙酯,1份氧化还原催化剂碳酸钠,0.5份络合剂吡啶,该接枝反应温度为40℃,反应时间30min,接枝反应后的纤维经水槽清洗、80℃热风干燥,获得表面含有羟基的UHMWPE纤维,该纤维表面经过浓度为0.5M的马来酸酐乙酸乙酯溶液,反应温度50℃,使得纤维表面含有碳碳双键和羧基官能团,该纤维适用于不饱和树脂复合材料。UHMWPE表面接枝上官能化基团结构如下:
实施例2
将UHMWPE纤维通过含氯水相体系进行表面氯化反应,氯化水溶液中含有:100份去离子水,0.25份氯,反应温度75℃,通过水槽中的浸渍时间5min,获得氯化度为30%的UHMWPE纤维表面,表面氯化后的UHMWPE纤维通过接枝反应水溶液中进行原子基团转移反应,其接枝反应水溶液中含有:100份去离子水,0.5份氧化剂CuBr2,4份活性单体甲基丙烯酸羟乙酯,1份还原剂丙三醇,1份氧化还原催化剂碳酸钠,0.5份络合剂联二吡啶,该接枝反应温度为50℃,反应时间20min,接枝反应后的纤维经水槽清洗、80℃热风干燥,获得表面含有羟基的UHMWPE纤维,该纤维表面经过浓度为0.4M的邻苯二甲酸酐乙酸乙酯溶液,反应温度55℃,使得纤维表面含有碳碳双键和羧基官能团,该纤维适用于不饱和树脂复合材料。UHMWPE表面接枝上官能化基团结构如下:
实施例3
将UHMWPE纤维通过含氯水相体系进行表面氯化反应,氯化水溶液中含有:100份去离子水,0.3份氯,反应温度60℃,通过水槽中的浸渍时间10min,获得氯化度为30%的UHMWPE纤维表面,表面氯化后的UHMWPE纤维通过接枝反应水溶液中进行原子基团转移反应,其接枝反应水溶液中含有:100份去离子水,0.6份氧化剂CuCl2/FeCl3(按摩尔比1:0.2复配),6份活性单体甲基丙烯酸羟丙酯,1份还原剂葡萄糖,1份氧化还原催化剂磷酸氢二钠,0.6份络合剂三-(2-二甲氨乙基)胺,该接枝反应温度为70℃,反应时间15min,接枝反应后的纤维经水槽清洗、80℃热风干燥,获得表面含有羟基的UHMWPE纤维,该纤维表面经过浓度为0.2M的二苯基甲烷二异氰酸酯甲苯溶液中,室温反应,使得纤维表面含有异氰酸酯基团,该纤维适用于含氨基或羟基基团树脂复合材料。UHMWPE表面接枝上官能化基团结构如下:
实施例4
将UHMWPE纤维通过含氯水相体系进行表面氯化反应,氯化水溶液中含有:100份去离子水,0.5份氯,反应温度50℃,通过水槽中的浸渍时间20min,获得氯化度为32%的UHMWPE纤维表面,表面氯化后的UHMWPE纤维通过接枝反应水溶液中进行原子基团转移反应,其接枝反应水溶液中含有:100份去离子水,0.8份氧化剂CuBr2/CuCl2(按摩尔比1:0.5复配),6份活性单体甲基丙烯酸甲酯、1份还原剂1,4-丁二醇、15份共溶剂二甲基甲酰胺、1份氧化还原催化剂氢氧化钠、0.8份络合剂五甲基二乙烯三胺,该接枝反应温度为60℃,反应时间35min,接枝反应后的纤维经水槽清洗、80℃热风干燥,获得表面含有极性基团的UHMWPE纤维。UHMWPE表面接枝上官能化基团结构如下:
实施例5
将UHMWPE纤维通过含氯水相体系进行表面氯化反应,氯化水溶液中含有:100份去离子水,0.4份氯,反应温度70℃,通过水槽中的浸渍时间15min,获得氯化度为43%的UHMWPE纤维表面,表面氯化后的UHMWPE纤维通过接枝反应水溶液中进行原子基团转移反应,其接枝反应水溶液中含有:100份去离子水,0.5份氧化剂FeCl3,8份活性单体甲基丙烯酸羟乙酯,1份还原剂葡萄糖,10份共溶剂甲酰胺,1份氧化还原催化剂磷酸钠,1份络合剂联二吡啶,该接枝反应温度为60℃,反应时间40min,接枝反应后的纤维经水槽清洗、80℃热风干燥,获得表面含有羟基的UHMWPE纤维,该纤维表面经过浓度为0.4M的3,5-二甲基苯基异氰酸酯甲苯溶液,反应温度60℃,使得纤维表面含有氨基基团。UHMWPE表面接枝上官能化基团结构如下:
实施例6
将UHMWPE纤维通过含氯水相体系进行表面氯化反应,氯化水溶液中含有:100份去离子水,0.4份氯,反应温度65℃,通过水槽中的浸渍时间20min,获得氯化度为36%的UHMWPE纤维表面,表面氯化后的UHMWPE纤维通过接枝反应水溶液中进行原子基团转移反应,其接枝反应水溶液中含有:100份去离子水,0.6份氧化剂FeBr3、6份甲基丙烯酸异冰片酯、1份还原剂异丙醇、10份共溶甲酰胺、1份氧化还原催化剂磷酸钾、1份络合剂乙二胺四乙酸,该接枝反应温度为55℃,反应时间50min,接枝反应后的纤维经水槽清洗、80℃热风干燥,获得表面含异冰片酯基团的UHMWPE纤维。UHMWPE表面接枝上官能化基团结构如下:
Claims (8)
1.一种超高分子量聚乙烯纤维表面官能化处理方法,其特征在于包括以下步骤:
1)将超高分子量聚乙烯纤维牵引进入含氯水相体系的密闭水槽进行表面氯化反应,水槽的温度控制为50~80℃,使纤维在水槽中的浸渍时间5~30min,得到表面氯化度为20~50%的氯化超高分子量聚乙烯纤维;
2)将氯化超高分子量聚乙烯纤维通过循环清水槽进行清洗;
3)将清洗好的氯化超高分子量聚乙烯纤维牵引进入接枝反应水槽中,水槽温度为40~60℃,使纤维在水槽中的浸渍时间10~60min,得到表面羟基化的超高分子量聚乙烯纤维;
4)将表面羟基化的超高分子量聚乙烯纤维通过循环清水槽进行清洗,用60~80℃的热风吹干;
5)将表面羟基化的超高分子量聚乙烯纤维进入官能化单体溶液中,根据不同官能化单体反应要求,控制体系温度或加入反应催化剂,得到表面官能化的超高分子量聚乙烯纤维。
2.根据权利要求1所述的处理方法,其特征在于所述的超高分子量聚乙烯纤维的平均分子量为100~500万。
3.根据权利要求1所述的处理方法,其特征在于所述的含氯水相体系原料重量配比为:
去离子水 100份
氯 0.1~0.5份。
4.根据权利要求1所述的处理方法,其特征在于所述的接枝反应水槽中水溶液原料重量配比为:
5.根据权利要求4所述的处理方法,其特征在于所述的引发剂为CuCl2、CuBr2、FeCl3、FeBr3或任意两种的混合物;所述的还原剂为乙二醇、丙三醇、葡萄糖、异丙醇或1,4-丁二醇;所述的氧化-还原催化剂为碳酸钠、碳酸钾、磷酸氢二钠、磷酸钠、磷酸氢二钾、磷酸钾、氢氧化钠或氢氧化钾;所述的络合剂为联二吡啶、乙二胺四乙酸、三-(2-二甲氨乙基)胺或五甲基二乙烯三胺。
6.根据权利要求4所述的处理方法,其特征在于所述的活性单体为甲基丙烯酸羟乙酯、丙烯酸羟乙酯、甲基丙烯酸羟丙酯、丙烯酸羟丙酯、甲基丙烯酸甲酯、丙烯酸甲酯、甲基丙烯酸乙酯、丙烯酸乙酯、甲基丙烯酸正丁酯、丙烯酸正丁酯、甲基丙烯酸叔丁酯、丙烯酸叔丁酯、甲基丙烯酸异冰片酯、丙烯酸异冰片酯、甲基丙烯酸-2-乙基己酯、丙烯酸-2-乙基己酯、甲基丙烯酸缩水甘油酯或丙烯酸缩水甘油酯。
7.根据权利要求4所述的处理方法,其特征在于所述的共溶剂为吡啶、甲酰胺、丙酮或二甲基甲酰胺。
8.根据权利要求1所述的处理方法,其特征在于所述的官能化单体为马来酸酐、邻苯二甲酸酐、丁二酸酐、聚醚型二异氰酸、聚醚型单异氰酸、聚酯型单异氰酸、二苯基甲烷二异氰酸酯、二苯甲烷二异氰酸酯、异佛尔酮二异氰酸酯、甲苯二异氰酸酯、环己烷二异氰酸酯、3,5-二甲基苯基异氰酸酯或2,4-二氯苯基异氰酸酯。
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