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Determination of Ethylenic Groups

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Part of the book series: Springer Series in Wood Science ((SSWOO))

Abstract

Small amounts of ethylenic groups are present in in situ lignin mainly as components of unattached cinnamaldehyde and cinnamyl alcohol end groups (I and II, respectively, Table 7.3.1) (Lai and Sarkanen 1971). Additionally, the presence of carbonyl-conjugated ethylenic groups as elements of p-quinonoid (Pew and Connors 1971) and o-quinonoid (Harkin 1966) ring systems has been proposed.

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References

  • Adler E (1961) Recent studies on the structural elements of lignin. Pap Puu 43: 634–643

    Google Scholar 

  • Adler E, Ellmer L (1948) Coniferylaldehydgruppen in Holz und in isolierten Ligninpraparaten. Acta Chem Scand 2: 839–840

    Article  Google Scholar 

  • Adler E, Falkehag S, Marton J, Halvarson H (1964b) The behavior of lignin in alkaline pulping. II. Model experiments with Arylalkyl-ß-aryl ethers. Acta Chem Scand 18: 1313–1314

    Article  Google Scholar 

  • Adler E, Häggroth S (1950a) Über die Rötung des Sulfitzellstoffs. I. Studien über den Mechanismus und die Verhinderung der Rötung. Sven Papperstidn 53: 287–294

    CAS  Google Scholar 

  • Adler E, Häggroth S (1950b) Über die Rötung des Sulfitzellstoffs. II. Zur chemischen Natur der Rötung. Sven Papperstidn 53: 321–326

    CAS  Google Scholar 

  • Adler E, Lundquist K, Miksche GE (1966) The structure and reactivity of lignin. Adv Chem Ser 59: 22–35

    Article  Google Scholar 

  • Adler E, Marton J (1959) Zur Kenntnis der Carbonylgruppen in Lignin. I. Acta Chem Scand 13: 75–96

    Article  CAS  Google Scholar 

  • Adler E, Marton J (1961) Carbonyl groups in lignin. II. Catalytic hydrogénation of model compounds containing aryl carbinol, aryl carbinol ether, ethylene and carbonyl groups. Acta Chem Scand 15: 357–369

    Article  CAS  Google Scholar 

  • Adler E, Marton J, Falkehag I (1964a) The behavior of lignin in alkaline pulping. I. Model experiments with phenylcoumarans. Acta Chem Scand 18: 1311–1312

    Article  CAS  Google Scholar 

  • Aulin-Erdtman G, Hegbom L (1958) Spectrographic contributions to lignin chemistry. Sven Papperstidn 61: 187–210

    CAS  Google Scholar 

  • Bardet M, Robert D, Lundquist K (1985) On the reactions and degradation of the lignin during steam hydrolysis of aspen wood. Sven Papperstidn 88: R61–R67

    CAS  Google Scholar 

  • Browning BL (1967a) Methods of wood chemistry, Vol. I. Wiley-Interscience, New York, 274–275

    Google Scholar 

  • Browning BL (1967b) Methods of wood chemistry, Vol. II. Wiley-Interscience, New York, 762–764

    Google Scholar 

  • Chang H-m, Allan GG (1971) Oxidation. In: Sarkanen KV, Ludwig CH (eds) Lignins. Occurrence, formation, structure and reactions. Wiley-Interscience, New York, 457–471

    Google Scholar 

  • DeBaun RM, Nord FF (1951) A quantitative phloroglucinol-HCl test in the evaluation of lignin preparations. Tappi 34: 71–73

    CAS  Google Scholar 

  • Enkvist T (I960) New chemicals from cellulose waste liquids. Sven Kern Tidskr 72:93–100

    Google Scholar 

  • Falkehag SI (1961) Stilbene structures in sulfate lignin. Pap Puu 43: 655–656

    CAS  Google Scholar 

  • Falkehag SI, Marton J, Adler E (1966) Chromophores in kraft lignin. Adv Chem Ser 59: 75–89

    Article  Google Scholar 

  • Gellerstedt G, Gustavsson K, Lindfors E (1986) Structural changer in lignin during oxygen bleaching. Nord Pulp Pap Res J 3: 14–17

    Article  Google Scholar 

  • Gierer J (1970) The reactions of lignin during pulping. A description and comparison of conventional pulping processes. Sven Papperstidn 73: 571–595

    CAS  Google Scholar 

  • Gierer J, Lenz B, Wallin N-H (1964) The reactions of lignin during sulfate cooking Part V. Model experiments on the splitting of aryl-alkyl ether linkages by 2N sodium hydroxide and by white liquor. Acta Chem Scand 18: 1469–1476

    Article  CAS  Google Scholar 

  • Goldschmid O (1954) Determination of phenolic hydroxyl content of lignin preparations by ultraviolet spectrophotometry. Anal Chem 26: 1421–1423

    Article  CAS  Google Scholar 

  • Goldschmid O (1971) Ultraviolet spectra. In: Sarkanen KV, Ludwig CH (eds) Lignins. Occurrence, formation, structure and reactions. Wiley-Interscience, New York, 241–266

    Google Scholar 

  • Harkin JM (1966) o-Quinonemethides as tentative structural elements in lignin. Adv Chem Ser 59:65–74

    Google Scholar 

  • Hillis WE, Nelson P, Zadow G (1966) The cause of discoloration of Pinus Radiata bisulfite pulp. Appita 19: 111–114

    CAS  Google Scholar 

  • Klemola A (1968) Investigation of birchwood (Betula pubescens) lignin degraded by steam hydrolysis. Suom Kemistil B41 L166–180

    Google Scholar 

  • Kratzl K, Kisser W, Gratzl J, Silbernagel H (1959) 2-Guaiacyl ether of guaiacylglycerol and its conversion to coniferyl aldehyde and other arylpropane derivatives. Monatsh Chem 90: 771–782

    Google Scholar 

  • Kratzl K, Wittmann E (1954) Reaktionen des Diazomethans mit a, ß-ungesättigen Aldehyden. Monatsh Chem 85: 7–22

    Article  CAS  Google Scholar 

  • Kringstad KP, Mörck R (1983) 13C-NMR spectra of kraft lignins. Holzforschung 37: 237–244

    Google Scholar 

  • Kürschner K, Hostomsky G (1962) Über aliphatische Doppelbindungen in gewachsenen Ligninen. Holzforschung 16: 180–189

    Article  Google Scholar 

  • Kvasnicka EA, McLaughlin RR (1955) Identification of spruce sulfite liquor components. Can J Chem 33: 637–645

    Article  CAS  Google Scholar 

  • Lai Y-Z, Sarkanen KV (1971) Isolation and structural studies. In: Sarkanen KV, Ludwig CH (eds) Lignins. Occurrence, formation, structure and reactions. Wiley-Interscience, New York, 195–199

    Google Scholar 

  • Lebo SE Jr, Lonsky WFW, McDonough TJ, Medvecz PJ and Dimmel DR (1990) The occurrence and light-induced formation of ortho-qûinonoid lignin structures in white spruce refiner mechanical pulp. J Palp Pap Sci 16: J139–J143

    CAS  Google Scholar 

  • Lin SY, Falkehag SI, Gierer J, Szabo-Lin I (1974) A contribution to lignin spectroscopy. Paper presented at the 167th ACS National Meeting, Los Angeles, CA

    Google Scholar 

  • Lindgren BO, Mikawa H (1957) The presence of cinnamyl alcohol groups in lignin. Acta Chem Scand 11: 826–835

    Article  CAS  Google Scholar 

  • Marton J (1971) Reactions in alkaline pulping. In: Sarkanen KV, Ludwig CH (eds) Lignins. Occurrence, formation, structure and reactions. Wiley-Interscience, New York, 639–694

    Google Scholar 

  • Marton J, Adler E (1961) Carbonyl groups in lignin. III. Mild catalytic hydrogénation of Bjôrkman lignin. Acta Chem Scand 15: 370–387

    Article  CAS  Google Scholar 

  • Marton J, Adler E (1963) Reactions of lignin with methanolic hydrochloric acid. A discussion of some structural questions. Tappi 46: 92–98

    CAS  Google Scholar 

  • Marton J, Adler E, Persson K-E (1961) Carbonyl groups in lignin. IV. Infrared absorption studies and examination of the volumetric borohydride method. Acta Chem scand 15: 384–397

    Article  Google Scholar 

  • Nahum LS (1969) Estimation of double bond content in lignin from the results of the oxo reaction of wood and lignin model compounds. Tappi 52: 712–714

    CAS  Google Scholar 

  • Pew JC, Connors WJ (1971) Color of coniferous lignin. Tappi 54: 245–251

    CAS  Google Scholar 

  • Redinger L (1961) Alkali lignin, its condensation products with phenols, and preparation of curable resins. Monatsber Dtsch Akad Wiss (Berl) 3: 571–578

    CAS  Google Scholar 

  • Richtzenhain H, van Hofe C (1939) A stilbene derivative from the sulfite waste liquor. Chem Ber 72: 1890–1892

    Google Scholar 

  • Robert E, Gellerstedt G, Bardet M (1986) Carbon-13 NMR analysis of lignins obtained after sulfonation of steam exploded aspen wood. Nord Pulp Pap Res J 3: 18–25

    Article  Google Scholar 

  • Tanaka J, Kondo T (1957) Alkaline degradation products of protolignin. Parupu Kami Kôgyô Zasshi 11: 29–33

    CAS  Google Scholar 

  • Tanaka J, Kondo T (1959) Degradation of lignin. III. Alkaline oxidation products of hardowood lignin. Mokuzai Gakkaishi 5: 105–108

    CAS  Google Scholar 

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© 1992 Springer-Verlag Berlin Heidelberg

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Dence, C.W. (1992). Determination of Ethylenic Groups. In: Lin, S.Y., Dence, C.W. (eds) Methods in Lignin Chemistry. Springer Series in Wood Science. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-74065-7_29

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  • DOI: https://doi.org/10.1007/978-3-642-74065-7_29

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-74067-1

  • Online ISBN: 978-3-642-74065-7

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