Tae Lin Pak Choi - 1 Flashcards

1
Q

Definition of Polymer and macromolecule

A
  • Monomer linked by covalent bond to form polymer
  • mer : basic repeat unit (from Greek ‘meros’)
  • Polymer: high molecular weight molecule normally above mw: 10,000
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2
Q

Property of polymers

goods/bads

A
  • Goods: light, tough, easy coloring, low price. Stable against air and moisture as well as acid and base. heat and electric insulator
  • Bads: weak against heat and give toxic compounds when burnt, too stable??
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3
Q

Usage of polymers

just some of them

A
  • Clothing: nylon, polyester
  • Plastics: PET, Plexiglass
  • Rubbers: tires, elastomers

From classical usage to modern/hi-tech materials –> broad usage

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4
Q

Classification of polymers

diagram

A
  • Polymers
    • Polymer Science
      • Poly. Physics
        • Theory, Statistical Mechanics
        • Analytical tools
      • Polymer Chem.
        • Synthesis
          • Chemical Property & Nanostructures
    • Poly. Engineering
      • Industrial application
        • Process
          • Blending
        • Polymer composites
        • Mechanical property
        • Biomedical & Electronics
        • Energy storage
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5
Q

Monomers and Polymers

Change in property between monomer and polymer

polymerization, properties, bond formation

A
  • Polymerization put togheter by catalyst or heat
  • Property can be totally different from that of monomers
  • Bond formation during polymerization (at least 10 kDa) –> organic chemistry
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6
Q

What is Chemistry?

A

The study of properties of matter (materials) and their changes

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7
Q

Then what is Organic compounds (matter)?

A

Compounds containing carbon, hydrogen and others

Organic compounds in our lives: clothes, food, medicine, new drugs (antibiotics and anti-cancer), fertilizers, pesticides, oil, soap, plastics, building blocks of life (fat, sugars, proteins, nucleic acids) and many others

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8
Q

hen what is chemical changes in Org. Chem?

A

Change in electrons

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9
Q

Basic organic chemistry

Types of bonds
Which looks more stronger or more stable?

A

sigma (σ) bonds = single bonds
pi (π) bonds = one extra bonds

In pi bonds there is less overlapping, quindi sono meno forti and also less stable –> more reactive

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10
Q

Movement of electrons

Types of bond cleavage and mechanism

A

Heterolytic bond cleavage: A-B –> A+ + B-
Homolytic bond cleavage. A-B –> A. + B.

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11
Q

Movement of electrons

  • Electrons pushing
A

Flow of electrons pair from its point of origin to destination
Electrophiles (poor in e-) and Nucleophiles (rich in e-)

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12
Q

Fundamental factors that govern the reactions

A

Energetic factor:
* thermodynamics
* bond dissociation energy
* electronegativity,
* stability,
* pK a

Electronic effect
* Element effect
* Inductive effects
* Resonance effects
* Hybridization effects

Steric effect

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13
Q

Thermodynamics: driving force of rxns
What does exoergonic mean?
How to push the reactions?

A

Endothermic, exothermic

ΔG = ΔH - TΔS
(-) ΔG, the process is exergonic, be spontaneous and favor the products

Push the reaction using catalyst: gives higher driving force making reactant more stable

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14
Q

Acid-base reaction: pK a

A

Ka is the equilibrium constant for the reaction between an acid and WATER:
* HA + H₂O ⇌ A⁻ + H₃O⁺
* K_a = [H₃O⁺][A⁻] / [HA]

Ka values range from 10^-50 to 10^10

pK A is a measure of intrinsic stability of the anion, A : teaches us key concept of how organic chemistry works

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15
Q

How is the charge stabilized on volume?

A

positive or negative charge is stabilized when it is spread over a large volume (of the atom)

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16
Q

Inductive effects: understand the polarity

Electronegativity in the periodic table

A

Increase from left to right and from bottom to top (biggest at F)

17
Q

Inductive effects

Given the similar size

A

Increasing electronegativity = increasing acidity

18
Q

Resonance effects

Delocalized e - over pi(π)-bond

A

Charge is stabilized when it is spread over a larger volume (even radical)

19
Q

Resonance effect

Also next to benzene ring, maybe most important in radical polymerization

Difference between EWG and EDG

A
  • Electron withdrawing group (EWG) stabilises the carbon and increases the acidity
  • EDG stabilises the carbon and decreases the acidity
20
Q

How does the pka change with electron delocalization?

A

Decreases

21
Q

Understanding reactions

Nucleophilic substitution

Reaction example
How does the reaction change by susbtituting Br with F?

A

X⁻ + CH₃Br → X-CH₃ + Br⁻ (S_N2 mechanism)

Replacing Br with F means that the reaction does not work because F is not so easily detached from Br (it has a lower pka and so the reaction is not very favourable)

22
Q

Understanding reactions

Nucleophilic Acyl substitution: main steps

A
  1. Addition of nucleophile to carbonyl
  2. Elimination
  3. Deprotonation
23
Q

Understanding reactions

Elimination

Mechanism and thermodynamics

A

C—C + reagent → C=C + X—Y
(with x & y bonded to the two c originally)

is an exoergonic reaction

24
Q

Understanding reactions

Addition

Mechanism

A

Addition of nucleophile to double bond:
X⁻ + A—B → X—A—B⁻

Addition of double bond to acid:
A=B + Y⁺ → ⁺A—B—Y

25
Q

Understanding reaction

Radical addition

Types of cleavage
Driving force for polymerization?

A
  • Homolytic celavage
  • Addition to a pi bond