Synthetic rubbers prepared by lanthanide coordination catalysts

Science in China, Series B: Chemistry

Volumn 52, Issue 10, 2009, Pages 1520-1543

  Chen, Wenqi ^a   Wang, Fosong ^a  

^a CHANGCHUN INSTITUTE OF APPLIED CHEMISTRY   (China)

Author keywords

Coordination catalysts; Lanthanide; Polybutadiene; Polyisoprene; Rare earth; Stereospecific polymerization; Synthetic rubber

Indexed keywords

APPLIED CHEMISTRY; CATALYTIC ACTIVITY; CHINESE ACADEMY OF SCIENCES; CONJUGATED DIENES; COORDINATION CATALYSTS; COORDINATION COMPOUNDS; DIENE POLYMERIZATION; FUNDAMENTAL RESEARCH; LANTHANIDE; LANTHANIDES; PERIODIC TABLE; POLYISOPRENE RUBBER; RARE-EARTH RESOURCES; RESEARCH ACTIVITIES; STEREOSPECIFIC POLYMERIZATION; STEREOSPECIFIC POLYMERIZATIONS;

BUTADIENE; CATALYSIS; CATALYSTS; ELECTRONIC STRUCTURE; OLEFINS; POLYMERIZATION; POLYMERS; RARE EARTHS; RESEARCH; RUBBER; SYNTHETIC RUBBER;

RARE EARTH ELEMENTS;

EID: 70350241373     PISSN: 10069291     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11426-009-0214-9     Document Type: Article

References (70)

1. Ouyang J. Lanthanide Catalysts and Polymerization (in Chinese). Changchun: Jilin Science Technology Publishing House, 1991. 1-3
2. Shen Z Q, Gong Z Y, Zhong C Q, Ouyang J. Catalytic activities of lanthanide compounds in stereospecific polymerization. Chin Sci Bull, 1964, (4): 335-336
3. Z. Q. Shen Z. Y. Gong C. Q. Zhong J. Ouyang 1985 Catalytic activities of lanthanide compounds in stereospecific polymerization II: Activity of lanthanide chelate compounds and aluminum alkyl-composed homogeneous catalyst systems for butadiene polymerization (in Chinese) Polym Commun 7 3 193 200
4. 3 catalytic system: isoprene mold-continuous polymerization. in: The Collected Papers of Lanthanide-Catalyzed Synthetic Rubber (in Chinese). Beijing: Science Press, 1980. 83-89
5. B. Li W. M. Dong L. Y. Shi L. S. Jiang X. Q. Zhang 2008 Industrial development of rare earth butadiene rubber in China (in Chinese) Chin Synth Rubber Indus 31 1 1 4
6. J. H. Yang J. Y. Hu S. F. Pang E. L. Pan D. M. Xie C. Q. Zhong J. Ouyang 1980 Higher activity of lanthanide chloride catalysts for conjugation diene polymerization Scientia Sinica Ser B 23 2 127 135
7. C. Y. Ren G. L. Li W. M. Dong L. S. Jiang X. Q. Zhang F. S. Wang 2007 Soluble neodymium chloride 2-ethylhexanol complex as a highly active catalyst for controlled isoprene polymerization Polymer 48 2470 2474 10.1016/j.polymer. 2007.02.027 1:CAS:528:DC%2BD2sXktF2nsLs%3D (Pubitemid 46560748)
8. Z. X. Li S. L. Wang F. S. Wang 1985 Study on electronic structure and complex activation of neodymium chloride complex with isopropanol (in Chinese) Acta Phys Chim Sin 1 5 420 423 1:CAS:528:DyaL28Xls1KjsA%3D%3D
9. J. H. Yang M. Tsutui Z. Chen D. E. Bergreiter 1982 New binary lanthanide catalysts for stereospecific diene polymerization Macromolecules 15 2 230 233 10.1021/ma00230a004 1:CAS:528:DyaL38XhsVegurs%3D
10. 3-4THF and it's catalytic activity of diene polymerization Org Chim Acta 130 125 1:CAS:528:DyaL2sXls1Kis78%3D
11. B. Li Z. Q. Zhang F. Liu W. M. Dong L. Y. Shi L. S. Jiang X. Q. Zhang 2008 Synthesis of high cis-1,4-polybutadiene with narrow relative molecular mass distribution by homogeneous neodymium-based catalyst (in Chinese) Chin Synth Rubber Indus 31 5 358 361
12. Wang F S, Shen Z Q, Chen W Q, Zhao H R. Preparation of lanthanide naphthenate with direct extraction method. in: The Collected Papers of Lanthanide-Catalyzed Synthetic Rubber (in Chinese). Beijing: Science Press, 1980. 381-387
13. F. S. Wang 1974 Stereospecific polymerization of cis-1,4-polyisoprene with lanthanide catalyst Scientia Sinica Ser B 17 5 486 491
14. Y. Z. Liao S. X. Zhang X. C. Liu 1987 Butadiene polymerization with lanthanide catalyst and silicone chlorides as third component (in Chinese) Chin J Appl Chem 4 1 13 17 1:CAS:528:DyaL2sXhslOru7s%3D
15. Wang F S, Pang D R, Sha R Y, Shen Z Q, Shen Q, Chen W Q, Yang G J, Song X Y, Zheng Y L, Jin Y T, Gong Z. The some laws of cis-1,4-stereopecific polymerization of isoprene under the working of lanthanide catalysts. in: The Collected Papers of Lanthanide-Catalyzed Synthetic Rubber (in Chinese). Beijing: Science Press, 1980. 100-112
16. Chen W Q, Song X Y, Zhang Y M. Catalytic activity of lanthanide compounds with various ligands in isoprene polymerization. in: The Collected Papers of Lanthanide-Catalyzed Synthetic Rubber (in Chinese). Beijing: Science Press, 1980. 113-123
17. 507 lanthanide compound catalyst systems. in: The Collected Papers of Lanthanide-Catalyzed Synthetic Rubber (in Chinese). Beijing: Science Press, 1980. 134-140
18. Pang D R. Study on syntheses of cis-1,4-polyisoprene rubber with lanthanide catalysts. in: The Collected Papers of Lanthanide-Catalyzed Synthetic Rubber (in Chinese). Beijing: Science Press, 1980. 70-82
19. 3 catalytic system. II Relationship between polymer microstructure and induction effect of catalyst (in Chinese) Acta Chim Sin 41 6 490 504 1:CAS:528:DyaL3sXlt1aqtbk%3D
20. 3 system. in: The Collected Papers of Lanthanide-Catalyzed Synthetic Rubber (in Chinese). Beijing: Science Press, 1980. 230-237
21. Chen W Q, Song X Y, Zhao H G, Wang J F, Zhang J H. Study on cis-1,4-structure and property of lanthanide-polyisoprene rubber. in: The Collected Papers of Lanthanide-Catalyzed Synthetic Rubber (in Chinese). Beijing: Science Press, 1980. 255-265
22. 3Al for isoprene polymerization Polymer Bull 54 3 173 178 10.1007/s00289-005-0379-0 1:CAS:528:DC%2BD2MXktlKrsbw%3D (Pubitemid 40878694)
23. J. Furukawa T. Saegusa K. Irako N. Hirooka A. Tsune 1962 Butadiene-isoprene copolymerization with titanium halidealkyl aluminum catalyst (in Japanese) J Industrial Chem 65 2074 2078 1:CAS:528:DyaF3sXmslanug%3D%3D
24. K. Sasaki K. Yamasaki H. Kamihara 1964 Butadiene-isoprene copolymerization with Ziegler type catalyst (in Japanese) Highmolecular Chem 21 9 16
25. P. S. Presleru B. A. Molgoplesk M. F. Kolechikova Y. X. Kropacheva 1963 Butadiene-isoprene copolymerization in the presence of coordination- organometallic catalysts (in Russian) Macromol Comp 5 357 362
26. V.H. Weber B. Schleimer H. Winter 1967 The stereoregular homo- and copolymerization of butadienes Makromol Chem 101 320 336 10.1002/macp.1967. 021010118 1:CAS:528:DyaF2sXpsFChug%3D%3D
27. Pang S F, Hu J Y, Xie D M, Ouyang J. Butadiene-isoprene copoly-merization with various lanthanide catalytic systems. in: The Collected Papers of Lanthanide-Catalyzed Synthetic Rubber (in Chinese). Beijing: Science Press, 1980. 161-173
28. Ouyang J. Lanthanide Catalysts and Polymerization (in Chinese). Changchun: Jilin Science Technology Publishing House, 1991, 38-41
29. M. C. Throckmorton 1969 Comparison of cerium and other transition metal catalyst systems for preparing very high cis-1,4-polybutadiene Kaut Gummi Kunst 22 6 293 297 1:CAS:528:DyaF1MXksFSqu7s%3D
30. B. L. Wang D. M. Cui K. Lv 2008 Highly 3,4-selective living polymerization of isoprene with rare earth metal fluorenyl N-heterocyclic carbene precursor Macromolecules 41 1983 1988 10.1021/ma702505n 1:CAS:528:DC%2BD1cXitVyitbY%3D
31. S. Kaita M. Yamanaka A. C. Horiuchi Y. Wakatsuki 2006 Butadiene polymerization catalyzed by lanthanide metal-dependent control of 1,4-cis/trans stereoselectivity and molecular weight Macromolecules 39 4 1359 1363 10.1021/ma051867q 1:CAS:528:DC%2BD28XoslKrsg%3D%3D (Pubitemid 43319845)
32. S. Kaita Z. M. Hou M. Nishiura Y. Doi J. Kurazumi A.C. Horiuch Y. Wakatsuki 2003 Ultimately specific 1,4-cis polymerization of 1,3-butadiene with a novel gadolinium catalyst Macromol Rapid Commun 24 179 184 10.1002/marc.200390031 1:CAS:528:DC%2BD3sXitlKqsLk%3D
33. D. Wang S. H. Li X. L. Liu W. Gao D. M. Cui 2008 Thiophene-NPN ligand supported rare-earth metal bis(alkyl) complexes. Synthesis and catalysis toward highly trans-1,4-selective polymerization of butadiene Organometallics 27 6531 6538 10.1021/om800660j 1:CAS:528:DC%2BD1cXhtlyitrzE
34. E. L. Pan C. Q. Zhong D. M. Xie J. Ouyang 1982 Study on determination of the active center numbers for butadiene polymerization and its kinetics with the some neodymium catalyst systems. I. Effect of polymerization conditions on active center concentration (in Chinese) Acta Chim Sin 40 4 301 309 1:CAS:528:DyaL38Xlt1yis78%3D
35. E. L. Pan C. Q. Zhong D. M. Xie J. Ouyang 1982 Study on determination of the active center numbers for butadiene polymerization and its kinetics with the some neodymium catalyst systems. II. Study on the process of polymeric chain propagation chain transfer and chain termination (in Chinese) Acta Chim Sin 40 5 395 405 1:CAS:528:DyaL38XlsVGgsL4%3D
36. Y. B. Monokov Y. H. Benshev A. A. Birg S. R. Rafikov 1997 Dokl. Akad. Nauk SSSR (in Russian) 234 5 1125
37. 3 catalyst systems (in Chinese). Acta polym Sin, 1983(2): 116-121
38. Zhu X H, Qiao Y Q, Han D N. Study on kinetics of isoprene polymerization catalyzed by rare earth metal (in Chinese). Acta polym Sin, 1984, (3): 207-213
39. Y. T. Jin X. M. Li Y. F. Sun J. Ouyang 1982 Crystalline bimetallic lanthanide complex having polymerization activity for dienes Chin Sci Bull 27 1 32 32
40. 2 (in Chinese) Acta Chim Sin 45 10 949 954 1:CAS:528:DyaL1cXms1CgsQ%3D%3D
41. C. J. Shan Y. H. Lin J. Ouyang Y. G. Fan G. D. Yang 1987 Single crystal structure of a polymerization active Nd-Al bimetallic complex Makromol Chem 188 629 635 10.1002/macp.1987.021880315 1:CAS:528:DyaL2sXktVOlt7s%3D
42. Destri S, Gallzzi M C, Giarrusso A, Porri L. On the stereochemistry of monomer insertion in the 1,4-polymerization of conjugated diolefins. Makromol Chem Rapid Commun, 1980, (1): 293-296
43. Zhao X J, Wang F S. Active chain terminal property and polymerization mechanism in diene polymerization catalyzed by rare earth metal. Chin Sci Bull, 1982, (12): 731-732
44. Shan C J, Ji X Z, Pang S F, Sun T, Yang J H. Butadiene polymerization with multinuclear Nd-Al bimetallic complex I. Relationship between molecular weight and microstructure as well as discussion of polymerization mechanism (in Chinese). Acta Polym Sin, 1989, (6): 709-713
45. C. J. Shan Y. H. Lin M. Y. Wang E. D. Shi J. Ouyang 1986 Crystal of Nd-Al bimetallic complex having polymerization catalytic activity Chin Sci Bull 31 2 123 123
46. W. Gao D. M. Cui 2008 Highly cis-1,4 selective polymerization of dienes with homogeneous Ziegler-Natta catalysts based on NCN-pincer rare earth metal dichloride precursors J Am Chem Soc 130 14 4984 4991 10.1021/ja711146t 1:CAS:528:DC%2BD1cXjtFygtbo%3D
47. S. Tobisch 2002 Theoretical investigation of the mechanism of cis-trans regulation for the alkylnickel(II)-catalyzed 1,4 polymerization of butadiene Acc Chem Res 35 2 96 104 10.1021/ar010001b 1:CAS:528:DC%2BD38XhtFalsQ%3D%3D
48. Z. Q. Shen J. Ouyang F. S. Wang Z. Y. Hu F. S. Yu B. G. Qian 1980 The characteristics of lanthanide coordination catalysts and the cis-polydienes prepared therewith J Polym Sci Polym Chem Ed 18 12 3345 3357 10.1002/pol.1980.170181202
49. L. Friebe O. Nuyken W. Obrecht 2006 Neodymium-based Ziegler-Natta catalysts and their application in diene polymerization Adv Polym Sic 204 11 1 154 10.1007/12-094 1:CAS:528:DC%2BD28Xhtlejsr3E
50. N. G. Marina Y. B. Monokov Z. M. Sabiov, et al. 1991 Lanthanide compounds-catalysts of stereospecific polymerization of diene monomers (Review) Polym Sci USSR (Engltrans) 33 3 387 417 10.1016/0032-3950(91)90237-K
51. D. J. Wilson 1993 Recent advances in the neodymium catalyzed polymerization of 1,3-dienes Makromol Chem Macromol Symp 66 96 273 288 1:CAS:528:DyaK2MXht1GisA%3D%3D
52. S. T. Yang G. S. Xu X. Y. Bao Y. M. Gu Y. R. Liu 2001 Study on basic and practical properties of Nd-BR (in Chinese) Tire Industry 21 12 713 719 1:CAS:528:DC%2BD38XjvFWgsA%3D%3D
53. S. Q. Zhao W. M. Dong L. Y. Shi L. S. Jiang X. Q. Zhang 2008 Developments of rare earth catalyst for cis-1,4-polybutadiene rubber (in Chinese) Chin Synth Rubber Indu 31 2 81 86 1:CAS:528:DC%2BD1cXmsFGjtL4%3D
54. X. H. Zhang B. L. Li X. Q. Zhang L. S. Jiang B. Lu L. Y. Shi Z. M. Gu G. G. Lu B. Li 2006 Properties of domestic cis-1,4-polybutadiene rubber polymerized with rare-earth catalyst (in Chinese) Chin Synth Rubber Indu 29 1 11 13
55. W. M. Dong L. S. Jiang X. Q. Zhang 2005 Synthesis of cis-1,4- polybutadiene with narrow relative molecular mass distribution by using homogeneous neodymium catalyst (in Chinese) Chin Synth Rubber Indu 28 5 388 388 1:CAS:528:DC%2BD2MXhtFOjtbzM
56. X. H. Zhang B. L. Li W. M. Dong Q. Z. Yu X. Q. Zhang Z. Q. Zhang S. G. Lin L. Y. Shi 2007 Effects of relative molecular mass and its distribution on properties of rare-earth catalyst-based cis-1,4-polybutadiene rubber (in Chinese) Chin Synth Rubber Indu 30 5 391 394 1:CAS:528:DC%2BD2sXhtFWntL%2FI
57. C. Y. Yang Y. L. Zheng F. S. Wang 1991 Isoprene polymerization homogeneous catalyst (in Chinese) Chin Synthe Rubber Indu 14 3 183 187 1:CAS:528:DyaK3MXmtVylt7w%3D
58. 2 system (in Chinese) Chin J Catal 12 1 47 51 1:CAS:528:DyaK3MXht1eitbs%3D
59. 2Cl catalyst for isoprene polymerization (in Chinese) Chin Synth Rubber Indu 29 3 181 185 1:CAS:528:DC%2BD28Xms1Kqtrc%3D
60. Wang F S, Wang Y L, Sha R Y, Shen Z Q, Pang D R, Zhang X H, Gong Z. Effects of molecular weight and its distribution of lanthanide polyisoprene rubber on its property. in: The Collected Papers of Lanthanide-Catalyzed Synthetic Rubber (in Chinese). Beijing: Science Press, 1980. 250-254
61. Q. Z. Yu B. L. Li G. L. Li X. Q. Zhang X. H. Zhang 2008 Effects of relative molecular mass on the properties of lanthanide-polyisoprene rubber (in Chinese) Special Purpose Rubber Products 29 4 4 7
62. Ji X Z, Pang S F, Li Y L, Ouyang J. Living polymerization of butadiene with lanthanide-coordination catalyst, Scentia Sinica Ser B, 1985, (2): 120-127
63. Ruan A N, Zhong C Q, Yang J H, Pang S F, Hu J Y, Xie D M, Pan E L. Preparation of butadiene-isoprene copolymer rubber with lanthanide catalyst in: The Collected Papers of Lanthanide-Catalyzed Synthetic Rubber (in Chinese). Beijing: Science Press, 1980. 174-189
64. Huang B T, Shen Z Q. The Progress of Olefin and Diene Coordination Polymerization (in Chinese). Beijing: Science Press, 1998, 219-245
65. Shen Z Q, Song X Y, Xiao S X, Yang J P, Kan X L. Butadiene-isoprene copolymerization in lanthanide chloride-alcohol-trialkyalaluminum catalytic system. Scentia Sinica Ser B, 1981, 1340-1349
66. Z. Q. Shen X. Y. Song J. P. Yang X. L. Kan 1983 Coordination copolymerization of butadiene and isoprene with rare earth chloride-aluminum trialkyls catalytic systems J Appl Poly Sci 28 1585 1592 10.1002/app.1983. 070280504 1:CAS:528:DyaL3sXitFKjtrc%3D (Pubitemid 13521708)
67. A. Oehme U. Gebauer K. Gehrke P. Beyer B. Hartmann M. D. Lechner 1994 The influence of the catalyst preparation on the homo and copolymerization of butadiene and isoprene Macromol Chem Phys 195 3773 3781 10.1002/macp.1994. 021951203 1:CAS:528:DyaK2MXitlCnsr8%3D
68. Yu Y L, Fang T R, Shen Q, Song X Y, Xiao S X, Li J F, Yang G J, Jin Y T, Chen Q R, Gao S Z, Zhang Y M. Study on syntheses of butadiene-isoprene copolymerization rubber with lanthanide catalytic system. in: The Collected Papers of Lanthanide-Catalyzed Synthetic Rubber (in Chinese). Beijing: Science Press, 1980. 190-201
69. Wang F S, Shen Q, Song X Y, Xiao S X, Yang G J. Study on diene polymerization process in lanthanide catalytic system. in: The Collected Papers of Lanthanide-Catalyzed Synthetic Rubber (in Chinese). Beijing: Science Press, 1980. 238-245
70. L. X. Zhang T. Suzuki Y. Luo M. Nishiura Z. M. Hou 2007 Cationic alkyl rare-earth metal complexes bearing an ancillary bis(phosphinophenyl) amido ligand: A catalytic system for living cis-1,4-polymerization and copolymerization of isoprene and butadiene Angew Chem Int Ed 46 1909 1913 10.1002/anie.200604348 1:CAS:528:DC%2BD2sXksVWrsLc%3D (Pubitemid 46981334)