CN104292251A - 一种防水剂、制备方法及其应用 - Google Patents
一种防水剂、制备方法及其应用 Download PDFInfo
- Publication number
- CN104292251A CN104292251A CN201410464462.9A CN201410464462A CN104292251A CN 104292251 A CN104292251 A CN 104292251A CN 201410464462 A CN201410464462 A CN 201410464462A CN 104292251 A CN104292251 A CN 104292251A
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- CN
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- Prior art keywords
- water
- cyclopropylmethylamide
- carboxylic
- resisting agent
- toluene
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000002360 preparation method Methods 0.000 title claims abstract description 13
- 238000004078 waterproofing Methods 0.000 title abstract description 12
- 239000010703 silicon Substances 0.000 claims abstract description 83
- 229910052710 silicon Inorganic materials 0.000 claims abstract description 83
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 43
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 32
- -1 fluoroalkyl saline Chemical compound 0.000 claims abstract description 32
- 239000000463 material Substances 0.000 claims abstract description 28
- 150000001875 compounds Chemical class 0.000 claims abstract description 19
- 239000007822 coupling agent Substances 0.000 claims abstract description 5
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 135
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 80
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 79
- 229910052757 nitrogen Inorganic materials 0.000 claims description 52
- 238000000034 method Methods 0.000 claims description 31
- 230000033444 hydroxylation Effects 0.000 claims description 30
- 238000005805 hydroxylation reaction Methods 0.000 claims description 30
- 238000006243 chemical reaction Methods 0.000 claims description 19
- 235000019441 ethanol Nutrition 0.000 claims description 19
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 16
- 150000002460 imidazoles Chemical class 0.000 claims description 14
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 12
- 230000002940 repellent Effects 0.000 claims description 12
- 239000005871 repellent Substances 0.000 claims description 12
- 239000000758 substrate Substances 0.000 claims description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Natural products CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 11
- 238000004140 cleaning Methods 0.000 claims description 10
- 238000005886 esterification reaction Methods 0.000 claims description 10
- 239000002904 solvent Substances 0.000 claims description 10
- IGSKHXTUVXSOMB-UHFFFAOYSA-N cyclopropylmethanamine Chemical compound NCC1CC1 IGSKHXTUVXSOMB-UHFFFAOYSA-N 0.000 claims description 9
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 8
- 238000007259 addition reaction Methods 0.000 claims description 8
- 238000004821 distillation Methods 0.000 claims description 8
- 230000032050 esterification Effects 0.000 claims description 8
- 239000007788 liquid Substances 0.000 claims description 8
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 8
- 238000010792 warming Methods 0.000 claims description 8
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 6
- 229910000077 silane Inorganic materials 0.000 claims description 6
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 claims description 5
- 239000007787 solid Substances 0.000 claims description 5
- 239000002352 surface water Substances 0.000 claims description 5
- 229940059260 amidate Drugs 0.000 claims description 4
- NPUKDXXFDDZOKR-LLVKDONJSA-N etomidate Chemical compound CCOC(=O)C1=CN=CN1[C@H](C)C1=CC=CC=C1 NPUKDXXFDDZOKR-LLVKDONJSA-N 0.000 claims description 4
- 238000001914 filtration Methods 0.000 claims description 4
- 238000005649 metathesis reaction Methods 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 claims description 3
- BHWUCEATHBXPOV-UHFFFAOYSA-N 2-triethoxysilylethanamine Chemical compound CCO[Si](CCN)(OCC)OCC BHWUCEATHBXPOV-UHFFFAOYSA-N 0.000 claims description 2
- QHQNYHZHLAAHRW-UHFFFAOYSA-N 2-trimethoxysilylethanamine Chemical compound CO[Si](OC)(OC)CCN QHQNYHZHLAAHRW-UHFFFAOYSA-N 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 241000252506 Characiformes Species 0.000 claims description 2
- 239000013078 crystal Substances 0.000 claims description 2
- 238000003672 processing method Methods 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 claims description 2
- 238000002791 soaking Methods 0.000 claims description 2
- 238000001338 self-assembly Methods 0.000 abstract description 45
- 150000003376 silicon Chemical class 0.000 abstract description 15
- 239000000126 substance Substances 0.000 abstract description 9
- 230000000694 effects Effects 0.000 abstract description 7
- 125000004185 ester group Chemical group 0.000 abstract description 3
- 230000009286 beneficial effect Effects 0.000 abstract description 2
- 239000011159 matrix material Substances 0.000 abstract description 2
- 239000002994 raw material Substances 0.000 abstract description 2
- 125000004442 acylamino group Chemical group 0.000 abstract 1
- 238000009776 industrial production Methods 0.000 abstract 1
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 abstract 1
- 239000011780 sodium chloride Substances 0.000 abstract 1
- 239000008367 deionised water Substances 0.000 description 18
- CMQCNTNASCDNGR-UHFFFAOYSA-N toluene;hydrate Chemical compound O.CC1=CC=CC=C1 CMQCNTNASCDNGR-UHFFFAOYSA-N 0.000 description 13
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 12
- 229910021641 deionized water Inorganic materials 0.000 description 12
- 238000003756 stirring Methods 0.000 description 12
- 150000002148 esters Chemical class 0.000 description 11
- 229910052731 fluorine Inorganic materials 0.000 description 9
- 239000011737 fluorine Substances 0.000 description 9
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 238000003786 synthesis reaction Methods 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- 239000006227 byproduct Substances 0.000 description 7
- 238000005406 washing Methods 0.000 description 7
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 6
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 6
- 238000001816 cooling Methods 0.000 description 6
- 230000006837 decompression Effects 0.000 description 6
- 229910001882 dioxygen Inorganic materials 0.000 description 6
- 238000001035 drying Methods 0.000 description 6
- 238000005259 measurement Methods 0.000 description 6
- 238000010992 reflux Methods 0.000 description 6
- 239000013557 residual solvent Substances 0.000 description 6
- 238000005481 NMR spectroscopy Methods 0.000 description 5
- 238000010521 absorption reaction Methods 0.000 description 5
- 238000005516 engineering process Methods 0.000 description 5
- 125000003709 fluoroalkyl group Chemical group 0.000 description 5
- 239000002120 nanofilm Substances 0.000 description 5
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 125000003368 amide group Chemical group 0.000 description 3
- DXAOXPFFQPRUGW-UHFFFAOYSA-N FC(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(C(C(C(F)(F)F)(F)F)(F)F)F.Cl Chemical compound FC(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(C(C(C(F)(F)F)(F)F)(F)F)F.Cl DXAOXPFFQPRUGW-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 238000005265 energy consumption Methods 0.000 description 2
- 239000010408 film Substances 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 2
- WWBITQUCWSFVNB-UHFFFAOYSA-N 3-silylpropan-1-amine Chemical compound NCCC[SiH3] WWBITQUCWSFVNB-UHFFFAOYSA-N 0.000 description 1
- 239000006087 Silane Coupling Agent Substances 0.000 description 1
- 239000012675 alcoholic extract Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- YENOLDYITNSPMQ-UHFFFAOYSA-N carboxysilicon Chemical compound OC([Si])=O YENOLDYITNSPMQ-UHFFFAOYSA-N 0.000 description 1
- 239000007806 chemical reaction intermediate Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 125000005375 organosiloxane group Chemical group 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000007342 radical addition reaction Methods 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 150000003377 silicon compounds Chemical class 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 238000004506 ultrasonic cleaning Methods 0.000 description 1
- UKRDPEFKFJNXQM-UHFFFAOYSA-N vinylsilane Chemical class [SiH3]C=C UKRDPEFKFJNXQM-UHFFFAOYSA-N 0.000 description 1
Abstract
Description
Claims (9)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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CN201410464462.9A CN104292251B (zh) | 2014-09-12 | 2014-09-12 | 一种防水剂、制备方法及其应用 |
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CN201410464462.9A CN104292251B (zh) | 2014-09-12 | 2014-09-12 | 一种防水剂、制备方法及其应用 |
Publications (2)
Publication Number | Publication Date |
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CN104292251A true CN104292251A (zh) | 2015-01-21 |
CN104292251B CN104292251B (zh) | 2017-02-15 |
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CN201410464462.9A Active CN104292251B (zh) | 2014-09-12 | 2014-09-12 | 一种防水剂、制备方法及其应用 |
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105801618A (zh) * | 2016-05-04 | 2016-07-27 | 厦门建霖工业有限公司 | 一种含氟超疏水疏油剂的制备方法 |
CN112127157A (zh) * | 2020-09-28 | 2020-12-25 | 苏州大学 | 一种聚氨基酸接枝改性拒水织物及其制备方法 |
CN112194638A (zh) * | 2020-09-28 | 2021-01-08 | 苏州大学 | 苯胺基酸酐及其制备方法与聚氨基酸接枝链 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS58172245A (ja) * | 1982-04-02 | 1983-10-11 | Asahi Glass Co Ltd | ガラスの表面処理剤 |
CN1487959A (zh) * | 2001-01-19 | 2004-04-07 | 3M | 用于使基材防油和防水的水溶性或可水分散氟化物硅烷 |
CN101889018A (zh) * | 2007-12-04 | 2010-11-17 | 纳幕尔杜邦公司 | 氟代烷基硅烷 |
-
2014
- 2014-09-12 CN CN201410464462.9A patent/CN104292251B/zh active Active
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS58172245A (ja) * | 1982-04-02 | 1983-10-11 | Asahi Glass Co Ltd | ガラスの表面処理剤 |
CN1487959A (zh) * | 2001-01-19 | 2004-04-07 | 3M | 用于使基材防油和防水的水溶性或可水分散氟化物硅烷 |
CN101889018A (zh) * | 2007-12-04 | 2010-11-17 | 纳幕尔杜邦公司 | 氟代烷基硅烷 |
Non-Patent Citations (1)
Title |
---|
谷国团等: "氟硅烷自组装单分子膜的制备及其摩擦学性能", 《物理化学学报》 * |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105801618A (zh) * | 2016-05-04 | 2016-07-27 | 厦门建霖工业有限公司 | 一种含氟超疏水疏油剂的制备方法 |
CN112127157A (zh) * | 2020-09-28 | 2020-12-25 | 苏州大学 | 一种聚氨基酸接枝改性拒水织物及其制备方法 |
CN112194638A (zh) * | 2020-09-28 | 2021-01-08 | 苏州大学 | 苯胺基酸酐及其制备方法与聚氨基酸接枝链 |
CN112127157B (zh) * | 2020-09-28 | 2021-11-09 | 苏州大学 | 一种聚氨基酸接枝改性拒水织物及其制备方法 |
WO2022062287A1 (zh) * | 2020-09-28 | 2022-03-31 | 苏州大学 | 一种聚氨基酸接枝改性拒水织物及其制备方法 |
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CN104292251B (zh) | 2017-02-15 |
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Effective date of registration: 20181220 Address after: 215228 No. 1188 west two ring road, Shengze Town, Wujiang District, Suzhou, Jiangsu. Patentee after: Suzhou Shengze science and Technology Pioneer Park Development Co.,Ltd. Address before: No. 8, Xiangcheng District Ji Xue Road, Suzhou, Jiangsu Patentee before: Soochow University |
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Effective date of registration: 20200326 Address after: No.79 Xiushui Road, South Third Ring Road, Shengze Town, Wujiang District, Suzhou City, Jiangsu Province 215200 Patentee after: Suzhou Rongxi Textile Co.,Ltd. Address before: 215200 No. 1-1-73 (106) No. 999 Second Ring Road, Shengze Town, Wujiang City, Suzhou City, Jiangsu Province Patentee before: Suzhou Baiwang Textile Co.,Ltd. |
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Effective date of registration: 20210628 Address after: 215200 no.173-185, building 30, fishery warehouse building, Shengze Town, Wujiang District, Suzhou City, Jiangsu Province Patentee after: Suzhou dengyuan textile import and Export Co.,Ltd. Address before: 215200 79 Xiushui Road, South Third Ring, Shengze Town, Wujiang District, Suzhou City, Jiangsu Province Patentee before: Suzhou Rongxi Textile Co.,Ltd. |
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Effective date of registration: 20220121 Address after: 215200 group 32, Daxie village, Shengze Town, Wujiang District, Suzhou City, Jiangsu Province (No. 3339, South Third Ring Road) Patentee after: Suzhou Kangshi Textile Technology Co.,Ltd. Address before: 215200 no.173-185, building 30, fishery warehouse building, Shengze Town, Wujiang District, Suzhou City, Jiangsu Province Patentee before: Suzhou dengyuan textile import and Export Co.,Ltd. |
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