Diphenyl phosphate/4-dimethylaminopyridine as an efficient binary organocatalyst system for controlled/living ring-opening polymerization of L-lactide leading to diblock and end-functionalized poly(L-lactide)s
Abstract
The ring-opening polymerizations (ROPs) of ε-caprolactone (ε-CL) and L-lactide (LLA) have been studied using the organocatalysts of diphenyl phosphate (DPP) and 4-dimethylaminopyridine (DMAP). The “dual activation” property of DPP and the “bifunctional activation” property of DPP/DMAP were confirmed by the NMR measurement for ε-CL and its chain-end model of poly(ε-caprolactone) and for LLA and its chain-end model of poly(L-lactide) (PLLA), respectively. The molar ratio of DPP/DMAP was optimized as 1/2 for the ROP of LLA leading to the well-defined PLLA, such as the molecular weight determined from 1H NMR measurement of 19,200 g mol−1 and the narrow polydispersity of 1.10. Additionally, functional initiators were utilized for producing the end-functionalized PLLAs. The DPP-catalyzed ROPs of ε-CL and its analogue cyclic monomers and then the DPP/DMAP-catalyzed ROP of LLA produced block copolymers. © 2014 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014, 52, 1047–1054
Integrity signals
Registry
Cites
Statistics
Claims the paper makes
Claims other papers make about this one
Each is checked against this paper’s own text: does it say what the citing paper says it does?
The effect of alkyl substituent size and location on bulk polymerization rate has not been systematically studied.
“The e ff ect of alkyl substituent size and location on bulk polymerization rate has not been systematically studied.”
From Aliphatic Polyester Block Polymer Design (2016) · cites this paper as [43]
Cites
Controlled Cationic Polymerization of Lactide
Bourissou, D., Martin-Vaca, B., Dumitrescu, A., Graullier, M., & Lacombe, F. (2005) · Macromolecules · doi:10.1021/ma051646k · Cited by 226 · see citing works
Guillaume, S. M., & Carpentier, J.-F. (2012) · Catalysis Science & Technology · doi:10.1039/c2cy00507g · Cited by 102 · see citing works
Flagged first, then by citations
Cited by
Sorted by citations
Aliphatic Polyester Block Polymer Design
Schneiderman, D. K., & Hillmyer, M. A. (2016) · Macromolecules · doi:10.1021/acs.macromol.6b00211 · Cited by 290 · see citing works
Thermodynamic Presynthetic Considerations for Ring-Opening Polymerization
Olsén, P., Odelius, K., & Albertsson, A.-C. (2016) · Biomacromolecules · doi:10.1021/acs.biomac.5b01698 · Cited by 244 · see citing works
Strategies for the synthesis of block copolymers with biodegradable polyester segments
Diaz, C., & Mehrkhodavandi, P. (2021) · Polymer Chemistry · doi:10.1039/d0py01534b · Cited by 74 · see citing works
Bai, J., Tang, X., Zhang, Y., Lin, J., & Li, M. (2018) · RSC Advances · doi:10.1039/c7ra12843f · Cited by 7 · see citing works
- Authors
- Makiguchi, K., Kikuchi, S., Yanai, K., Ogasawara, Y., Sato, S.-I., Satoh, T., & Kakuchi, T.
- Affiliations
- Hokkaido University (JP)
- Corresponding author
- Kakuchi, Toyoji
- Venue
- Journal of Polymer Science Part A: Polymer Chemistry
- Publisher
- Wiley
- Published
- 2014-01-22
- Volume
- 52
- Issue
- 7
- Pages
- 1047-1054
- ISSN
- 0887-624X (ISSN-L)
- OpenAlex
- W1968544307
- Cited by
- 67
- References
- 2
- Citations by year
- 2026: 6 · 2025: 2 · 2024: 2 · 2023: 5 · 2022: 6 · 2021: 3 · 2020: 7 · 2019: 5 · 2018: 13 · 2017: 4 · 2016: 5 · 2015: 5 · 2014: 4
- FWCI
- 2.27
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Journal of Polymer Science Part A Polymer Chemistry (publishedVersion)
- Funders
- American Heart Association
- Japan Society for the Promotion of Science (24550004)
- Topics
- Physical Sciences › Materials Science › Biomaterials › biodegradable polymer synthesis and properties
- Physical Sciences › Chemistry › Organic Chemistry › Advanced Polymer Synthesis and Characterization
- Physical Sciences › Chemical Engineering › Process Chemistry and Technology › Carbon dioxide utilization in catalysis
- Keywords
- diphenyl phosphate, 4-dimethylaminopyridine, organocatalysis, ring-opening polymerization, L-lactide, poly(L-lactic acid), ε-caprolactone, living polymerization, controlled ring-opening polymerization, binary catalyst system, block copolymers, end-functionalized polymers, molecular weight distribution
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review
