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Wood Chemistry PSE 406

Wood Chemistry PSE 406. Cellulose Lecture 6. Agenda. Amorphous versus crystalline cellulose Cellulose structural considerations Cellulose I Orientation Bonding Cellulose II Cellulose physical properties. Cellulose Molecular Weight: Example 2. 1g/mole. 5g/mole. 10 g/mole.

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Wood Chemistry PSE 406

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  1. Wood ChemistryPSE 406 Cellulose Lecture 6 PSE 406 - Lecture 6

  2. Agenda • Amorphous versus crystalline cellulose • Cellulose structural considerations • Cellulose I • Orientation • Bonding • Cellulose II • Cellulose physical properties PSE 406 - Lecture 6

  3. CelluloseMolecular Weight: Example 2 1g/mole 5g/mole 10 g/mole PSE 406 - Lecture 6

  4. CelluloseMolecular Weight: Example 3 1g/mole 5g/mole 10 g/mole PSE 406 - Lecture 6

  5. CelluloseMolecular Weight: Example 4 25 x 1g/mole 5g/mole 10 g/mole PSE 406 - Lecture 6

  6. Is Cellulose Like Spaghetti? • In the woody cell wall, exactly what is the cellulose doing? • Is cellulose like uncooked spaghetti? i.e. random orientation of rigid cellulose chains. • Is cellulose like cooked spaghetti? i.e random orientation of flexible cellulose chains • Or is cellulose like those clumps of spaghetti you get when you don’t stir the spaghetti when cooking? PSE 406 - Lecture 6

  7. Amorphous Cellulose • A portion of the cellulose in the cell wall can be though of as flexible spaghetti. This is amorphous cellulose. • Every different cellulose preparation has different percentages of amorphous and crystalline cellulose (see next slide). • These 2 forms of cellulose have different properties and reactivities. PSE 406 - Lecture 6

  8. CelluloseCrystalline versus Amorphous* PSE 406 - Lecture 6 * See Sjostrom pg 13 for a drawing

  9. Representation of Cell Wall Components Cellulose (elementary fibril) Hemicelluloses Lignin Notes PSE 406 - Lecture 6

  10. Cellulose in Cell Walls (1) PSE 406 - Lecture 6

  11. Types of Cellulose • Cellulose I: Native cellulose (cellulose as found in nature. • Cellulose II: Native cellulose which has been soaked in alkali or regenerated cellulose. Large structural changes have occurred in the molecule • Cellulose III or IV: Forms of cellulose which have been treated with various reagents PSE 406 - Lecture 6

  12. b a Cellulose I Unit Cells Notes PSE 406 - Lecture 6

  13. c a Cellulose I Orientation • By looking at the a-c plane, you can see that the cellulose chains are parallel and oriented (direction of reducing end) in the same direction. The center chain of the 5 chains (in red) is off set slightly from the other chains. PSE 406 - Lecture 6

  14. Cellulose I Bonding Hydrogen Bonds v.d. Waals b a Hydrogen Bonds Notes PSE 406 - Lecture 6

  15. Bond Strength Comparison Notes PSE 406 - Lecture 6

  16. Hydrogen Bonds in Cellulose I • Intramolecular Bonds • O(6) to O(2)H • O(3)H to ring oxygen • Intermolecular Bonds • O(3) to O(6)H • These Bonds in the AC Plane. Bonding in the b plane through van der Waals forces* c Notes a PSE 406 - Lecture 6

  17. Cellulose & Water Notes PSE 406 - Lecture 6

  18. Cellulose II Structure O(2) of one molecule to O(2)H of a separate molecule and from O(3)H of one to the O(6) of another b a Notes PSE 406 - Lecture 6

  19. c a Cellulose II Structure O(6) to O(2)H and O(3) to the ring oxygen • From the a-c plane it is possible to see that although the cellulose molecules are parallel in Cellulose II, the orientation of the center cellulose molecule (in red) is opposite to the corner cellulose molecules. The reducing ends are opposite. Notes O(3) to O(6)H PSE 406 - Lecture 6

  20. Cellulose Physical Properties • Sorptive Properties • Crystalline cellulose does not dissolve in most solvents • Molecular length • Inter molecular bonding • Amorphous regions have large number of hydrogen bonding sites available • Cellulose can absorb large amounts of water • Fully hydrated cellulose very flexible • Dry cellulose inflexible and brittle • Swelling of cellulose • 8.5 -12% NaOH • Others PSE 406 - Lecture 6

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