Biobased Amines: From Synthesis to Polymers; Present and Future

被引:582
作者
Froidevaux, Vincent [1 ]
Negrell, Claire [1 ]
Caillol, Sylvain [1 ]
Pascault, Jean-Pierre [2 ,3 ]
Boutevin, Bernard [1 ]
机构
[1] ENSCM, UM, CNRS, Inst Charles Gerhardt,UMR 5253, 8 Rue Ecole Normale, F-34296 Montpellier 5, France
[2] INSA Lyon, IMP, UMR5223, F-69621 Villeurbanne, France
[3] Univ Lyon, F-69622 Lyon, France
关键词
N-SUBSTITUTED MALEIMIDE; RUTHENIUM-CATALYZED AMINATION; RENEWABLE RAW-MATERIALS; IN-VITRO EVALUATION; THIOL-ENE ADDITION; REDUCTIVE AMINATION; ANIONIC-POLYMERIZATION; CHITOSAN DERIVATIVES; SELECTIVE SYNTHESIS; CYCLIC CARBONATES;
D O I
10.1021/acs.chemrev.6b00486
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Amines are key intermediates in the chemical industry due to their nucleophilic characteristic which confers a high reactivity to them. Thus, they are key monomers for the synthesis of polyamides, polyureas, polyepoxydes, which are all of growing interest in automotive, aerospace, building, or health applications. Despite a growing interest for biobased monomers and polymers, and particularly polyamides, it should be noticed that very few natural amines are available. Actually, there is only chitosan and poly(lysine). In this review we present both fundamental and applied research on the synthesis of biobased primary and secondary amines with current available biobased resources. Their use is described as a building block for material chemistry. Hence, we first recall some background on the synthesis of amines, including the reactivity of amines. Second we focus on the synthesis of biobased amines from all sorts of biomass, from carbohydrate, terpenes, or oleochemical sources. Third, because they need optimization and technological developments, we discuss some examples of their use for the creation of biobased polymers. We conclude with the future of the synthesis of biobased amines and their use in different applications.
引用
收藏
页码:14181 / 14224
页数:44
相关论文
共 472 条
  • [21] Biobased Thermosetting Epoxy: Present and Future
    Auvergne, Remi
    Caillol, Sylvain
    David, Ghislain
    Boutevin, Bernard
    Pascault, Jean-Pierre
    [J]. CHEMICAL REVIEWS, 2014, 114 (02) : 1082 - 1115
  • [22] New biobased epoxy hardeners: Thiol-ene addition on oligobutadiene
    Auvergne, Remi
    Desroches, Myriam
    Clerc, Sebastien
    Carlotti, Stephane
    Caillol, Sylvain
    Boutevin, Bernard
    [J]. REACTIVE & FUNCTIONAL POLYMERS, 2012, 72 (06) : 393 - 401
  • [23] The impact of bifunctional molecules on the gluten network during mixing
    Auvergne, Remi
    Morel, Marie-Helene
    Menut, Paul
    Guilbert, Stephane
    Robin, Jean-Jacques
    [J]. REACTIVE & FUNCTIONAL POLYMERS, 2011, 71 (01) : 70 - 79
  • [24] Synthesis of Primary Amines by One-Pot Reductive Amination of Aldehydes
    Ayedi, Mohamed Ali
    Le Bigot, Yves
    Ammar, Houcine
    Abid, Souhir
    El Gharbi, Rachid
    Delmas, Michel
    [J]. SYNTHETIC COMMUNICATIONS, 2013, 43 (16) : 2127 - 2133
  • [25] Syntheses of 12-aminododecanoic and 11-aminoundecanoic acids from vernolic acid
    Ayorinde, FO
    Nana, EY
    Nicely, PD
    Woods, AS
    Price, EO
    Nwaonicha, CP
    [J]. JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1997, 74 (05) : 531 - 538
  • [26] Methylol-Functional Benzoxazines as Precursors for High-Performance Thermoset Polymers: Unique Simultaneous Addition and Condensation Polymerization Behavior
    Baqar, Mohamed
    Agag, Tarek
    Ishida, Hatsuo
    Qutubuddin, Syed
    [J]. JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2012, 50 (11) : 2275 - 2285
  • [27] ANHYDRIDES OF POLYHYDRIC ALCOHOLS .13. THE AMINO-DERIVATIVES OF 1-4-3-6-DIANHYDRO-MANNITOL, 1-4-3-6-DIANHYDRO-SORBITOL, AND 1-4-3-6-DIANHYDRO-L-IDITOL, AND THEIR BEHAVIOUR TOWARDS NITROUS ACID
    BASHFORD, VG
    WIGGINS, LF
    [J]. JOURNAL OF THE CHEMICAL SOCIETY, 1950, (JAN): : 371 - &
  • [28] NATURAL FATS AND OILS - RENEWABLE RAW-MATERIALS FOR THE CHEMICAL-INDUSTRY
    BAUMANN, H
    BUHLER, M
    FOCHEM, H
    HIRSINGER, F
    ZOEBELEIN, H
    FALBE, J
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1988, 27 (01): : 41 - 62
  • [29] *DAS DI-ISOCYANAT-POLYADDITIONSVERFAHREN (POLYURETHANE)
    BAYER, O
    [J]. ANGEWANDTE CHEMIE, 1947, 59 (09): : 257 - 272
  • [30] Synthesis of primary amines from the renewable compound citronellal via biphasic reductive amination
    Behr, A.
    Wintzer, A.
    Luebke, C.
    Mueller, M.
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2015, 404 : 74 - 82