Relationship between Monomer Structure and Reactivity

There are two primary factors influencing monomer reactivity:

a) the ease with which a monomer will form a monomer radical

b) the subsequent reactivity of the monomer radical so formed.

Both these factors are dependent on the monomer structure.

Reactivities of monomers can be compared by examination of their transfer coefficients for a specific transfer agent.

TABLE 1-5: RATE COEFFICIENT OF TRANSFER TO TOLUENE AT 60°C

Monomer

Ktransfer X 103

Styrene

2.1

Methyl methacrylate

14.7

Acrylonitrile

509

Methyl acrylate

564

The effect of methyl substitution is to reduce the coefficient of transfer towards toluene showing that reactivity decreases with the degree of substitution on the C atom.

Tensile strength, elongation and Tg are all related to monomer structure as illustrated in the table below:

TABLE 1-6: TENSILE STRENGTH, ELONGATION AND Tg(°C)

Homopolymer

Tensile

strength (PSC)

Elongation

(%)

T9

(°С)

Methyl methacrylate

9000

4

105

Ethyl methacrylate

5000

7

65

Butyl methacrylate

1000

250

22

Methyl acrylate

1000

750

9

Ethyl acrylate

33

1800

-24

Butyl acrylate

3

2000

-54

TABLE 1-7: THE EXTERIOR DURABILITY OF ACRYLIC HOMOPOLYMERS

Homopolymer

Durability

Methyl acrylate

Poor

Ethyl acrylate

Fair

Butyl acrylate

Very good

Methyl methacrylate

Very good

Ethyl methacrylate

Excellent

Butyl methacrylate

Excellent

Acrylic resins usually contain a variety of monomers. The following table gives a general classification for monomers and helps indicate which ones are most suitable for a particular application

TABLE 1-8: CHARACTERISTICS OF SOME ACRYLIC MONOMERS

Homopolymer

Hard­

ness

Flexi­

bility

UV

Resistance

Alkali

Resistance

Gloss

Retention

Solu­

bility

a methyl styrene

/1

Very poor

Excellent

Very poor

styrene

Poor

Excellent

Poor

acrylonitrile

N

/

Fair/poor

Poor

Poor

i’

Methyl methacrylate

Very good

Very good

Very good

hard-

flexi-

solu-

Ethyl methacrylate

ness

bility

Excellent

Excellent

Excellent

bility

Butyl methacrylate

/

[

Excellent

Excellent

Excellent

Methyl acrylate

/

Poor

Very good

Poor

Ethyl acrylate

/

Fair

Very good

Good

/

Butyl acrylate

Very good

Very good

Very good

The table demonstrates general trends, but anomalies exist.

Acrylic acid, methacrylic acid, acrylamide and methacrylamide tend to give films with good hardness and chemical resistance.

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