CN101087812B - 制备聚合物及其组合物的方法 - Google Patents
制备聚合物及其组合物的方法 Download PDFInfo
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- CN101087812B CN101087812B CN2005800447160A CN200580044716A CN101087812B CN 101087812 B CN101087812 B CN 101087812B CN 2005800447160 A CN2005800447160 A CN 2005800447160A CN 200580044716 A CN200580044716 A CN 200580044716A CN 101087812 B CN101087812 B CN 101087812B
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- 239000000203 mixture Substances 0.000 title claims abstract description 95
- 238000004519 manufacturing process Methods 0.000 title abstract description 3
- 239000000178 monomer Substances 0.000 claims abstract description 107
- -1 thiocarbonyl thio group Chemical group 0.000 claims abstract description 71
- 150000003254 radicals Chemical class 0.000 claims abstract description 41
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- 238000000034 method Methods 0.000 claims description 83
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- 235000007586 terpenes Nutrition 0.000 description 1
- FQFILJKFZCVHNH-UHFFFAOYSA-N tert-butyl n-[3-[(5-bromo-2-chloropyrimidin-4-yl)amino]propyl]carbamate Chemical compound CC(C)(C)OC(=O)NCCCNC1=NC(Cl)=NC=C1Br FQFILJKFZCVHNH-UHFFFAOYSA-N 0.000 description 1
- NCYNWQDLQJUTIY-UHFFFAOYSA-N tetradecyl but-2-enoate Chemical compound CCCCCCCCCCCCCCOC(=O)C=CC NCYNWQDLQJUTIY-UHFFFAOYSA-N 0.000 description 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 1
- 238000001149 thermolysis Methods 0.000 description 1
- 229920002725 thermoplastic elastomer Polymers 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 150000003564 thiocarbonyl compounds Chemical class 0.000 description 1
- RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 238000009966 trimming Methods 0.000 description 1
- HIZCIEIDIFGZSS-UHFFFAOYSA-L trithiocarbonate Chemical compound [S-]C([S-])=S HIZCIEIDIFGZSS-UHFFFAOYSA-L 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
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- C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
- C10M145/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C10M145/10—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate
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- C08F293/00—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule
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- C08F2438/00—Living radical polymerisation
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Abstract
Description
实 施 例 | 臂的 Mn g/mol | 重量% Trigonox21 | 比 例* | 臂 的 平 均 数 | %** | 星的Mw (1000) | 星的Mn (1000) | PDI |
23 | 16,000 | 0.7 | 5∶1 | 2 | 8 | 48 | 47 | 1.02 |
24 | 16,000 | 0.7 | 10∶1 | 4 | 49 | 77 | 74 | 1.04 |
25 | 16,000 | 0.7 | 17∶1 | 7 | 78 | 133 | 104 | 1.28 |
26 | 20,000 | 0.5 | 10∶1 | 2 | 16 | 61 | 58 | 1.05 |
27 | 20,000 | 0.5 | 17∶1 | 4 | 57 | 101 | 83 | 1.22 |
28 | 20,000 | 0.5 | 25∶1 | 12 | 76 | 323 | 220 | 1.47 |
29 | 33,000 | 0.5 | 5∶1 | 3 | 20 | 87 | 84 | 1.04 |
30 | 33,000 | 0.3 | 10∶1 | 3 | 38 | 102 | 93 | 1.10 |
31 | 33,000 | 0.3 | 17∶1 | 5 | 68 | 190 | 160 | 1.19 |
32 | 33,000 | 0.3 | 25∶1 | 7 | 76 | 286 | 230 | 1.24 |
33 | 33,000 | 0.3 | 34∶1 | 10 | 79 | 378 | 294 | 1.29 |
34 | 54,000 | 0.2 | 17∶1 | 3 | 10 | 148 | 143 | 1.03 |
35 | 54,000 | 0.2 | 25∶1 | 6 | 66 | 378 | 304 | 1.24 |
36 | 54,000 | 0.2 | 34∶1 | 6 | 63 | 384 | 311 | 1.23 |
实施例 | 聚合物组成 |
37 | 70重量%的C12到C15甲基丙烯酸酯;和 30重量%的2-乙基己基甲基丙烯酸酯 |
38 | 80重量%的C12到C15甲基丙烯酸酯;和 20重量%的甲基丙烯酸甲酯 |
39 | 90重量%的C12到C15甲基丙烯酸酯;和 10重量%的甲基丙烯酸甲酯 |
40 | 70重量%的C12到C15甲基丙烯酸酯;和 30重量%的2-乙基己基甲基丙烯酸酯 |
41 | 70重量%的C12到C15甲基丙烯酸酯;和 30重量%的2-乙基己基甲基丙烯酸酯 |
实 施 例 | 臂的 Mn g/mol | 重量 % T-21 | CTA/T-21b 比例 | 臂 的 平 均 数 | 至星 形聚 合物 的转 化率 % | 星的Mw (1000) | 星的Mn (1000) | PDI |
37 | 15300 | 2.3 | 2/1 | 13 | 80 | 262.4 | 209.5 | 1.25 |
38 | 26900 | 0.4 | 2/1 | 8 | 76.5 | 253.3 | 181.3 | 1.4 |
39 | 31800 | 0.3 | 2/1 | 4.2 | 47 | 158.2 | 64.1 | 2.47 |
40 | 29600 | 0.12 | 5/1 | 11 | 76.8 | 467.6 | 365.6 | 1.28 |
41 | 21800 | 0.18 | 5/1 | 13 | 86.9 | 406 | 319 | 1.28 |
实施 例 | 嵌段共聚物组成 |
42 | 80∶20重量%比例的(C12到C15甲基丙烯酸酯)-b-(甲基丙烯酸 甲酯); |
43 | 70∶30重量%比例的(C12到C15甲基丙烯酸酯)-b-(甲基丙烯酸 甲酯); |
44 | 63∶27∶10重量%比例的(C12到C15甲基丙烯酸酯-b-2-乙基己基甲 基丙烯酸酯)-b-(苯乙烯); |
45 | 56∶24∶20重量%比例的(C12到C15甲基丙烯酸酯-b-2-乙基己基甲 基丙烯酸酯)-b-(苯乙烯); |
实 施 例 | 臂的 Mn g/mol | 重量% Trigonox21 | 臂 的 数 目 | 至星形 聚合物 的转化 率% | 星的 Mw(1000) | 星的 Mn(1000) | PDI |
42 | 26200 | 0.36 | 8 | 35 | 186.5 | 157.4 | 1.18 |
43 | 32700 | 0.29 | 8 | 55 | 373.3 | 289.9 | 1.29 |
44 | 30000 | 0.28 | 8 | 22 | 263.1 | 228.3 | 1.15 |
45 | 27600 | 0.28 | 9 | 38 | 363.8 | 311.2 | 1.17 |
实施例 | 臂的数目 | 星的Mw(1000) | 星的Mn(1000) | PDI |
46 | 12 | 24.04 | 14.87 | 1.62 |
润滑组合物 实施例 | 聚合物 实施例 | 处理比率 (重量%) | BV-40 (1000) | KV100 | 粘度系数 |
23 | 23 | 16.7 | 10.6 | 8.55 | 189 |
24 | 24 | 15.4 | 10.4 | 9.01 | 201 |
25 | 25 | 17.1 | 12.4 | 12.29 | 230 |
26 | 26 | 22.1 | 16.2 | 11.64 | 205 |
27 | 27 | 17.1 | 13.2 | 12.8 | 227 |
28 | 28 | 13.8 | 10.8 | 13.49 | 248 |
29 | 29 | 13 | 12.6 | 11.08 | 214 |
30 | 30 | 14.4 | 13.4 | 10.98 | 209 |
31 | 31 | 10.4 | 11.2 | 11.24 | 225 |
32 | 32 | 9.5 | 10.4 | 11.49 | 231 |
33 | 33 | 9 | 9.95 | 11.82 | 239 |
34 | 34 | 11.7 | 11.4 | 10.94 | 218 |
35 | 35 | 7.7 | 10.4 | 11.25 | 229 |
36 | 36 | 8.7 | 10.4 | 12.49 | 238 |
油实 施例 | 聚合物 实施例 | KRL剪切试验后 100℃的动粘度 | 剪切后的粘 度损失 | 剪切稳定性系数 (SSI) |
23 | 23 | 7.92 | 7.4 | 15.87 |
24 | 24 | 7.98 | 11.4 | 23.25 |
25 | 25 | 10.01 | 18.5 | 29.57 |
26 | 26 | 9.63 | 17.3 | 28.47 |
27 | 27 | 9.16 | 28.4 | 44.28 |
28 | 28 | 8.55 | 36.6 | 55.44 |
29 | 29 | 7.76 | 30.0 | 51.08 |
30 | 30 | 8.26 | 24.9 | 42.50 |
31 | 31 | 7.55 | 32.6 | 55.41 |
32 | 32 | 7.15 | 38.0 | 62.81 |
33 | 33 | 7.1 | 40.1 | 65.19 |
34 | 34 | 7.39 | 32.4 | 55.82 |
35 | 35 | 6.81 | 39.5 | 66.57 |
36 | 36 | 6.87 | 45.0 | 71.05 |
ATF 实施例 | 聚合物实 施例 | 处理比率 (重量%) | BV-40 (1000) | KV100 | 粘度系 数 |
46 | 46 | 5.9 | 5.26 | 7.2 | 255 |
37 | 37 | 10.26 | -a- | 7.2 | 216 |
38 | 38 | 8.01 | 5.67 | 7.2 | 240 |
39 | 39 | 10 | 81.6 | 7.2 | 232 |
ATF实 施例 | 聚合物 实施例 | KRL剪切试验后 100℃的动粘度 | 剪切后的粘 度损失 | 剪切稳定性系数 (SSI) |
37 | 37 | 6.0 | 14.5 | 31.4 |
38 | 38 | 5.85 | 21.9 | 35.3 |
Claims (23)
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US8507422B2 (en) | 2007-04-26 | 2013-08-13 | The Lubrizol Corporation | Antiwear polymer and lubricating composition thereof |
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CA2584907C (en) | 2013-09-24 |
CN102942981A (zh) | 2013-02-27 |
CN102942981B (zh) | 2016-02-10 |
JP2008518051A (ja) | 2008-05-29 |
US20130310291A1 (en) | 2013-11-21 |
US20090118150A1 (en) | 2009-05-07 |
JP5398034B2 (ja) | 2014-01-29 |
EP3575332A1 (en) | 2019-12-04 |
EP1833852B1 (en) | 2015-05-27 |
AU2005299671B2 (en) | 2011-07-07 |
JP2012041559A (ja) | 2012-03-01 |
CN101087812A (zh) | 2007-12-12 |
JP5052348B2 (ja) | 2012-10-17 |
ES2727424T3 (es) | 2019-10-16 |
EP2292668A1 (en) | 2011-03-09 |
CA2584907A1 (en) | 2006-05-04 |
AU2005299671A1 (en) | 2006-05-04 |
JP2012246504A (ja) | 2012-12-13 |
US8513172B2 (en) | 2013-08-20 |
WO2006047393A1 (en) | 2006-05-04 |
EP2292668B1 (en) | 2019-03-20 |
ES2545531T3 (es) | 2015-09-11 |
EP1833852A1 (en) | 2007-09-19 |
US20180037839A1 (en) | 2018-02-08 |
US9809780B2 (en) | 2017-11-07 |
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