Polymerization of polyol allyl carbonate using polymerization initiators of short and long half lives

Claim 2

In a method of polymerizing a polyol(allyl carbonate) having a photochromic agent incorporated therein, which method comprises adding a first organic peroxide initiator to the polyol(allyl carbonate) monomer and curing the polyol(allyl carbonate), the improvement comprising adding from about 1 to about 10 moles of a second organic peroxide initiator per mole of photochromic agent to the polyol(allyl carbonate), said second organic peroxide initiator having a half life at least five times greater than the half life of the first organic peroxide initiator.

Claim 3

The method of claim 1 wherein the first organic peroxide polymerization initiator is chosen from the group consisting of isobutyryl peroxide; di(2-ethylhexyl) peroxydicarbonate; acetyl cyclohexane sulfonyl peroxide; di(sec-butyl) peroxydicarbonate; diisopropyl peroxydicarbonate; 2,4-dichlorobenzoyl peroxide; and t-butyl peroxypivalate; and the second organic peroxide polymerization initiator is chosen from the group consisting of 2,5-dimethyl-2,5-bis(2-ethyl hexanoylproxy) hexane; acetyl peroxide; succinic acid peroxide; t-butyl peroxyoctoate; benzoyl peroxide; p-chlorobenzoyl peroxide; t-butyl peroxyisobutyrate; t-butyl peroxymaleic acid; bis(1-hydroxycyclohexyl) peroxide; 1-hydroxy-1'-hydroperoxy dicyclohexyl peroxide; t-butyl peroxyisopropyl carbonate; 2,5-dimethyl-2,5-bis(benzoylperoxy) hexane; t-butyl peroxyacetate; methyl ethyl ketone peroxides; di-t-butyl diperoxyphthalate; t-butyl peroxybenzoate; n-butyl 4,4-bis(t-butylperoxy) valerate; 2,5-dimethyl-2,5-bis(t-butylperoxy) hexane; t-butyl hydroperoxide; 3,5-dimethyl-3,5-dihydroxy 1,2-peroxycyclopentane; di-t-butyl peroxide; 2,5-dimethyl-2,5-bis(t-butylperoxy) hexyne-3; and 1,1,3,3-tetramethylbutyl hydroperoxide.

Claim 4

The method of claim 1 wherein the photochromic agent is an organo metallic.

Claim 5

The method of claim 3 wherein the photochromic agent is a transition metal carbonyl.

Claim 6

The method of claim 4 wherein the transition metal carbonyl is tungsten hexacarbonyl.

Claim 7

The method of claim 1 wherein the polyol(allyl carbonate) is a diol bis(allyl carbonate).

Claim 8

A liquid composition comprising a polyol bis(allyl carbonate), a photochoromic agent, a first organic peroxide initiator, and from about one to about ten moles of a second organic peroxide initiator per mole of photochromic agent, said second organic peroxide initiator having a half life at least five times longer than the half life of the first organic peroxide initiator.

Claim 9

A liquid composition comprising a polyol bis(allyl carbonate), a photochoromic agent, a first organic peroxide initiator, and from about one to about ten moles of a second organic peroxide initiator per mole of photochromic agent, said second organic peroxide initiator having a half life at least five times longer than the half life of the first organic peroxide initiator.

Claim 10

The liquid composition of claim 7 wherein the first organic peroxide polymerization initiator is chosen from the group consisting of isobutyryl peroxide; di(2-ethylhexyl) peroxydicarbonate; acetyl cyclohexane sulfonyl peroxide; di(sec-butyl) peroxydicarbonate; diisopropyl peroxydicarbonate; 2,4-dichlorobenzoyl peroxide; and t-butyl peroxypivalate; and the second organic peroxide polymerization initiator is chosen from the group consisting of 2,5-dimethyl-2,5-bis(2-ethyl hexanoylproxy) hexane; acetyl peroxide; succinic acid peroxide; t-butyl peroxyoctoate; benzoyl peroxide; p-chlorobenzoyl peroxide; t-butyl peroxyisobutyrate; t-butyl peroxymaleic acid; bis(1-hydroxycyclohexyl) peroxide; 1-hydroxy-1'-hydroperoxy dicyclohexyl peroxide; t-butyl peroxyisopropyl carbonate; 2,5-dimethyl-2,5-bis(benzoylperoxy) hexane; t-butyl peroxyacetate; methyl ethyl ketone peroxides; di-t-butyl diperoxyphthalate; t-butyl peroxybenzoate; n-butyl 4,4-bis(t-butylperoxy) valerate; 2,5-dimethyl-2,5-bis(t-butylperoxy) hexane; t-butyl hydroperoxide; 3,5-dimethyl-3,5-dihydroxy, 1,2-peroxycyclopentane; di-t-butyl peroxide; 2,5-dimethyl-2,5-bis(t-butylperoxy) hexyne-3; and 1,1,3,3-tetramethylbutyl hydroperoxide.

Claim 11

The liquid composition of claim 7 wherein the photochromic agent is an organo metallic.

Claim 12

The liquid composition of claim 9 wherein the photochromic agent is a transition metal carbonyl.

Claim 13

The liquid composition of claim 9 wherein the transition metal carbonyl is tungsten hexacarbonyl.

Claim 14

The liquid composition of claim 7 wherein the polyol(allyl carbonate) is a diol bis(allyl carbonate).

Claim 17

The method of claim 13 wherein the first organic peroxide polymerization initiator is chosen from the group consisting of isobutyryl peroxide; di(2-ethylhexyl) peroxydicarbonate; acetyl cyclohexane sulfonyl peroxide; di(secbutyl) peroxydicarbonate; diisopropyl peroxydicarbonate; 2,4-dichlorobenzoyl peroxide; and t-butyl peroxypivalate; and the second organic peroxide polymerization initiator is chosen from the group consisting of 2,5-dimethyl-2,5-bis(2-ethyl hexanoylproxy) hexane; acetyl peroxide; succinic acid peroxide; t-butyl peroxyoctoate; benzoyl peroxide; p-chlorobenzoyl peroxide; t-butyl peroxyisobutyrate; t-butyl peroxymaleic acid; bis(1-hydroxyclcylohexyl) peroxide; 1-hydroxy-1'-hydroperoxy dicyclohexyl peroxide; t-butyl peroxyisopropyl carbonate; 2.5-dimethyl-2,5-bis(benzoylperoxy) hexane; t-butyl peroxyacetate; methyl ethyl ketone peroxides; di-t-butyl diperoxyphthalate; t-butyl peroxybenzoate; n-butyl 4,4-bis(t-butylperoxy) valerate; 2,5-dimethyl-2,5-bis(t-butylperoxy) hexane; t-butyl hydroperoxide; 3,5-dimethyl-3,5-dihydroxy 1,2-peroxycyclopentane; di-t-butyl peroxide; 2,5-dimethyl-2,5-bis(t-butylperoxy) hexyne-3; and 1,1,3,3-tetramethylbutyl hydroperoxide.

Claim 18

The method of claim 13 wherein the photochromic agent is an organo metallic.

Claim 19

The method of claim 15 wherein the photochromic agent is a transition metal carbonyl.

Claim 20

The method of claim 16 wherein the transition metal carbonyl is tungsten hexacarbonyl.

Claim 21

The method of claim 13 wherein the polyol(allyl carbonate) is a diol bis(allyl carbonate).

Claim 22

In a method of polymerizing a polyol(allyl carbonate) having a photochromic agent incorporated therein, which method comprises adding a first organic peroxide initiator to the polyol(allyl carbonate) monomer and curing the polyol(allyl carbonate), the improvement comprising adding second and third organic peroxide initiators to the polyol(allyl carbonate), said second organic peroxide initiator having a half life at least five times longer than the half life of the first organic peroxide initiator, and said third organic peroxide initiator having a half life at least five times longer than the half life of said second organic peroxide initiator and being present at a concentration of about one to about ten moles per mole of photochromic agent.

Claim 23

In a method of polymerizing a polyol(allyl carbonate) having a photochromic agent incorporated therein, which method comprises adding a first organic peroxide initiator to the polyol(allyl carbonate) monomer and curing the polyol(allyl carbonate), the improvement comprising adding second and third organic peroxide initiators to the polyol(allyl carbonate), said second organic peroxide initiator having a half life at least five times longer than the half life of the first organic peroxide initiator, and said third organic peroxide initiator having a half life at least five times longer than the half life of said second organic peroxide initiator and being present at a concentration of about one to about ten moles per mole of photochromic agent.

Claim 24

The method of claim 2 wherein the photochromic agent is an organo metallic.

Claim 25

The method of claim 20 wherein the photochromic agent is a transition metal carbonyl.

Claim 26

The method of claim 21 wherein the transition metal carbonyl is tungsten hexacarbonyl.

Claim 27

The method of claim 19 wherein the polyol(allyl carbonate) is a diol bis(allyl carbonate).

Claim 28

A liquid composition comprising a polyol bis(allyl carbonate), a photochromic agent, a first peroxide initiator, a second peroxide initiator, and about one to ten moles of a third organic peroxide initiator per mole of photochromic agent, said second organic peroxide initiator having a half life at least about five times longer than the half life of the frist organic peroxide initiator, and said third organic peroxide initiator having a half life at least about five times longer than the half life of said second organic peroxide initiator.

Claim 29

A liquid composition comprising a polyol bis(allyl carbonate), a photochromic agent, a first peroxide initiator, a second peroxide initiator, and about one to ten moles of a third organic peroxide initiator per mole of photochromic agent, said second organic peroxide initiator having a half life at least about five times longer than the half life of the frist organic peroxide initiator, and said third organic peroxide initiator having a half life at least about five times longer than the half life of said second organic peroxide initiator.

Claim 30

The liquid composition of claim 24 wherein the photochromic agent is an organo metallic.

Claim 31

The liquid composition of claim 25 wherein the photochromic agent is a transition metal carbonyl.

Claim 32

The liquid composition of claim 25 wherein the transition metal carbonyl is tungsten hexacarbonyl.

Claim 33

The liquid composition of claim 24 wherein the polyol(allyl carbonate) is a diol bis(allyl carbonate).

Claim 36

The method of claim 29 wherein the photochromic agent is an organo metallic.

Claim 37

The method of claim 30 wherein the photochromic agent is a transition metal carbonyl.

Claim 38

The method of claim 31 wherein the transition metal carbonyl is tungsten hexacarbonyl.

Claim 39

The method of claim 29 wherein the polyol(allyl carbonate) is a diol bis(allyl carbonate).