CN105418821A - Functional protective surface material with good adhesion performance and preparation method thereof - Google Patents
Functional protective surface material with good adhesion performance and preparation method thereof Download PDFInfo
- Publication number
- CN105418821A CN105418821A CN201510969491.5A CN201510969491A CN105418821A CN 105418821 A CN105418821 A CN 105418821A CN 201510969491 A CN201510969491 A CN 201510969491A CN 105418821 A CN105418821 A CN 105418821A
- Authority
- CN
- China
- Prior art keywords
- ethyl
- dihydroxy phenyl
- methyl acrylamide
- acrylamide copolymer
- performance
- 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
- 239000000463 material Substances 0.000 title claims abstract description 36
- 238000002360 preparation method Methods 0.000 title claims abstract description 19
- 230000001681 protective effect Effects 0.000 title abstract description 7
- 238000000034 method Methods 0.000 claims abstract description 32
- 238000002791 soaking Methods 0.000 claims abstract description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 72
- DGRQETMRLZZDLT-UHFFFAOYSA-N N-(3,4-dihydroxyphenyl)-N-propylprop-2-enamide Chemical compound C(C=C)(=O)N(C1=CC(=C(C=C1)O)O)CCC DGRQETMRLZZDLT-UHFFFAOYSA-N 0.000 claims description 33
- 229920006322 acrylamide copolymer Polymers 0.000 claims description 26
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 24
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 16
- 238000006243 chemical reaction Methods 0.000 claims description 13
- QSSXJPIWXQTSIX-UHFFFAOYSA-N 1-bromo-2-methylbenzene Chemical compound CC1=CC=CC=C1Br QSSXJPIWXQTSIX-UHFFFAOYSA-N 0.000 claims description 12
- 229910021591 Copper(I) chloride Inorganic materials 0.000 claims description 12
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 claims description 12
- 229940045803 cuprous chloride Drugs 0.000 claims description 12
- 230000008569 process Effects 0.000 claims description 12
- ARHOUOIHKWELMD-UHFFFAOYSA-N 1-ethenyl-3-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=CC(C=C)=C1 ARHOUOIHKWELMD-UHFFFAOYSA-N 0.000 claims description 10
- ROFVEXUMMXZLPA-UHFFFAOYSA-N Bipyridyl Chemical group N1=CC=CC=C1C1=CC=CC=N1 ROFVEXUMMXZLPA-UHFFFAOYSA-N 0.000 claims description 10
- 238000003756 stirring Methods 0.000 claims description 9
- 238000001704 evaporation Methods 0.000 claims description 8
- 230000008020 evaporation Effects 0.000 claims description 8
- 239000011261 inert gas Substances 0.000 claims description 7
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 6
- 238000001338 self-assembly Methods 0.000 claims description 5
- 238000005406 washing Methods 0.000 claims description 5
- 229910000831 Steel Inorganic materials 0.000 claims description 3
- 229910052782 aluminium Inorganic materials 0.000 claims description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 3
- 229910052742 iron Inorganic materials 0.000 claims description 3
- 239000010959 steel Substances 0.000 claims description 3
- 239000004411 aluminium Substances 0.000 claims description 2
- WDFKEEALECCKTJ-UHFFFAOYSA-N n-propylprop-2-enamide Chemical compound CCCNC(=O)C=C WDFKEEALECCKTJ-UHFFFAOYSA-N 0.000 claims 3
- -1 1,4-dihydroxy phenyl Chemical group 0.000 claims 2
- 239000011248 coating agent Substances 0.000 abstract description 19
- 238000000576 coating method Methods 0.000 abstract description 19
- 238000005260 corrosion Methods 0.000 abstract description 12
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 abstract description 9
- 229920001577 copolymer Polymers 0.000 abstract description 9
- 230000007797 corrosion Effects 0.000 abstract description 8
- 239000000758 substrate Substances 0.000 abstract description 7
- 230000003373 anti-fouling effect Effects 0.000 abstract description 6
- 239000011253 protective coating Substances 0.000 abstract description 6
- 238000004873 anchoring Methods 0.000 abstract description 5
- 229910052731 fluorine Inorganic materials 0.000 abstract description 5
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 abstract description 4
- 238000007334 copolymerization reaction Methods 0.000 abstract description 4
- 239000011737 fluorine Substances 0.000 abstract description 4
- 230000002209 hydrophobic effect Effects 0.000 abstract description 2
- 239000002994 raw material Substances 0.000 abstract description 2
- VYFYYTLLBUKUHU-UHFFFAOYSA-N dopamine Chemical compound NCCC1=CC=C(O)C(O)=C1 VYFYYTLLBUKUHU-UHFFFAOYSA-N 0.000 abstract 6
- 229960003638 dopamine Drugs 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 2
- 150000002222 fluorine compounds Chemical class 0.000 abstract 1
- 125000000524 functional group Chemical group 0.000 abstract 1
- 231100000956 nontoxicity Toxicity 0.000 abstract 1
- 230000003075 superhydrophobic effect Effects 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 25
- CTENFNNZBMHDDG-UHFFFAOYSA-N Dopamine hydrochloride Chemical compound Cl.NCCC1=CC=C(O)C(O)=C1 CTENFNNZBMHDDG-UHFFFAOYSA-N 0.000 description 16
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 14
- 239000011521 glass Substances 0.000 description 9
- 229910052751 metal Inorganic materials 0.000 description 9
- 239000002184 metal Substances 0.000 description 9
- 239000002904 solvent Substances 0.000 description 9
- 238000001035 drying Methods 0.000 description 8
- 241000195493 Cryptophyta Species 0.000 description 7
- 229910052786 argon Inorganic materials 0.000 description 7
- 230000004888 barrier function Effects 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 238000001556 precipitation Methods 0.000 description 7
- 239000007789 gas Substances 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 238000009792 diffusion process Methods 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 238000001802 infusion Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 230000032683 aging Effects 0.000 description 2
- 230000002421 anti-septic effect Effects 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 230000003628 erosive effect Effects 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 238000001000 micrograph Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 230000002335 preservative effect Effects 0.000 description 2
- 238000010526 radical polymerization reaction Methods 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 230000007704 transition Effects 0.000 description 2
- PMUNIMVZCACZBB-UHFFFAOYSA-N 2-hydroxyethylazanium;chloride Chemical class Cl.NCCO PMUNIMVZCACZBB-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 241000237536 Mytilus edulis Species 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000005536 corrosion prevention Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 230000001934 delay Effects 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 238000005530 etching Methods 0.000 description 1
- 239000005357 flat glass Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000004811 fluoropolymer Substances 0.000 description 1
- 229920002313 fluoropolymer Polymers 0.000 description 1
- 229920002681 hypalon Polymers 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 235000020638 mussel Nutrition 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000013535 sea water Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F212/14—Monomers containing only one unsaturated aliphatic radical containing one ring substituted by heteroatoms or groups containing heteroatoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/58—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-(meth)acryloylmorpholine
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Description
Claims (7)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201510969491.5A CN105418821B (en) | 2015-12-21 | 2015-12-21 | Functional protective surface material with good adhesion performance and preparation method thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201510969491.5A CN105418821B (en) | 2015-12-21 | 2015-12-21 | Functional protective surface material with good adhesion performance and preparation method thereof |
Publications (2)
Publication Number | Publication Date |
---|---|
CN105418821A true CN105418821A (en) | 2016-03-23 |
CN105418821B CN105418821B (en) | 2018-02-06 |
Family
ID=55497398
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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CN201510969491.5A Active CN105418821B (en) | 2015-12-21 | 2015-12-21 | Functional protective surface material with good adhesion performance and preparation method thereof |
Country Status (1)
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CN (1) | CN105418821B (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107400435A (en) * | 2016-05-19 | 2017-11-28 | 中国科学院大学 | A kind of esters of acrylic acid corrosion-inhibiting coating liquid that can be repaired automatically in sodium-chloride water solution and its production and use |
CN107446401A (en) * | 2017-04-01 | 2017-12-08 | 华南理工大学 | Using dopamine as high hydrophobicity anti-bacterial attachment surface of anchor molecule and preparation method thereof |
CN117965068A (en) * | 2024-01-17 | 2024-05-03 | 惠州市德泰士达科技有限公司 | Preparation method and application of waterproof and anticorrosive paint with high bonding strength |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN112745738B (en) * | 2020-12-28 | 2021-10-01 | 青岛理工大学 | Deteriorated immune bionic protective coating for hydraulic engineering and preparation method thereof |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101412780A (en) * | 2008-11-28 | 2009-04-22 | 东华大学 | Liquid crystal fluoroalkyl acrylic resin with suspended side chain, and preparation and use thereof |
CN101658837A (en) * | 2009-09-24 | 2010-03-03 | 中国海洋大学 | Preparation method of anticorrosive film for metal surface |
CN101781161A (en) * | 2009-01-20 | 2010-07-21 | 上海开拓者化学研究管理有限公司 | Method for preparing trifluoromethyl styrene compound |
WO2011122391A1 (en) * | 2010-03-31 | 2011-10-06 | Dic株式会社 | Curable fluorine-containing resin and active energy ray curable composition using same |
CN104073114A (en) * | 2013-03-29 | 2014-10-01 | 中国科学院兰州化学物理研究所 | Method for preparing surface material with anti-marine biological pollution function |
-
2015
- 2015-12-21 CN CN201510969491.5A patent/CN105418821B/en active Active
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101412780A (en) * | 2008-11-28 | 2009-04-22 | 东华大学 | Liquid crystal fluoroalkyl acrylic resin with suspended side chain, and preparation and use thereof |
CN101781161A (en) * | 2009-01-20 | 2010-07-21 | 上海开拓者化学研究管理有限公司 | Method for preparing trifluoromethyl styrene compound |
CN101658837A (en) * | 2009-09-24 | 2010-03-03 | 中国海洋大学 | Preparation method of anticorrosive film for metal surface |
WO2011122391A1 (en) * | 2010-03-31 | 2011-10-06 | Dic株式会社 | Curable fluorine-containing resin and active energy ray curable composition using same |
CN104073114A (en) * | 2013-03-29 | 2014-10-01 | 中国科学院兰州化学物理研究所 | Method for preparing surface material with anti-marine biological pollution function |
Non-Patent Citations (2)
Title |
---|
QIANHUI SUN ET AL.: "Mimetic marine antifouling films based on fluorine-containing polymethacrylates", 《APPLIED SURFACE SCIENCE》 * |
孙千惠: "含氟甲基丙烯酸酯类防污聚合物的合成及性能研究", 《中国优秀硕士学位论文全文数据库 工程科技I辑》 * |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107400435A (en) * | 2016-05-19 | 2017-11-28 | 中国科学院大学 | A kind of esters of acrylic acid corrosion-inhibiting coating liquid that can be repaired automatically in sodium-chloride water solution and its production and use |
CN107400435B (en) * | 2016-05-19 | 2019-08-16 | 中国科学院大学 | A kind of esters of acrylic acid corrosion-inhibiting coating liquid and its preparation method and application that can be automatically repaired in sodium-chloride water solution |
CN107446401A (en) * | 2017-04-01 | 2017-12-08 | 华南理工大学 | Using dopamine as high hydrophobicity anti-bacterial attachment surface of anchor molecule and preparation method thereof |
CN107446401B (en) * | 2017-04-01 | 2019-08-20 | 华南理工大学 | Using dopamine as high hydrophobicity anti-bacterial attachment surface of anchor molecule and preparation method thereof |
CN117965068A (en) * | 2024-01-17 | 2024-05-03 | 惠州市德泰士达科技有限公司 | Preparation method and application of waterproof and anticorrosive paint with high bonding strength |
CN117965068B (en) * | 2024-01-17 | 2024-07-12 | 惠州市德泰士达科技有限公司 | Preparation method and application of waterproof and anticorrosive paint with high bonding strength |
Also Published As
Publication number | Publication date |
---|---|
CN105418821B (en) | 2018-02-06 |
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CB03 | Change of inventor or designer information |
Inventor after: Lv Ping Inventor after: Wan Fei Inventor after: Huang Haiqing Inventor after: Huang Weibo Inventor after: Feng Chao Inventor after: Ma Yanxuan Inventor after: Ma Mingliang Inventor after: Lu Guixia Inventor before: Lv Ping Inventor before: Wan Fei Inventor before: Huang Weibo Inventor before: Feng Chao Inventor before: Ma Yanxuan Inventor before: Ma Mingliang Inventor before: Lu Guixia |
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GR01 | Patent grant | ||
GR01 | Patent grant |