3-hydroxypropyl prop-2-enoate

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The compound (A) can also be prepared by polymerization of the reaction product of the compound [5] with an α,β-unsaturated hydroxyl compound, such as 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl methacrylate, 3-hydroxypropyl acrylate, 3-hydroxypropyl methacrylate, 2-hydroxybutyl acrylate, 2-hydroxybutyl methacrylate, 3-hydroxybutyl acrylate, 3-hydroxybutyl methacrylate, 4-hydroxybutyl acrylate, 4-hydroxybutyl methacrylate, dipentaerythritol hexa(meth)acrylate, hexa(meth)acrylate of a compound formed by addition of dipentaerythritol with ε-caprolactone and the like, or with a corresponding α,β-unsaturated thiol compound. The compound (A) can also be prepared by copolymerization of the reaction product with an α,β-unsaturated compound having no functional groups. Examples of the α,β-unsaturated compound having no functional groups are: methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, sec-butyl (meth)acrylate, t-butyl (meth)acrylate, cyclohexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, lauryl (meth)acrylate, stearyl (meth)acrylate, styrene, α-methylstyrene, p-vinyltoluene, acrylonitrile and the like.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: HPA—an isometric mixture of 2-hydroxypropyl acrylate and 3-hydroxypropyl acrylate (available as ROCRYL 430 from Rohm and Haas, Philadelphia, Pa.)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: HPA—an isometric mixture of 2-hydroxypropyl acrylate and 3-hydroxypropyl acrylate (available as ROCRYL 430 from Rohm and Haas, Philadelphia, Pa.)

Conditions: temp:67.51; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In a 500 ml round-bottom flask was placed 0.3 mole of 2-(toluene-4-sulfonyloxy)ethyl methacrylate, 0.33 mole of 3-hydroxypropyl acrylate, 0.3 mole of methyl methacrylate, 300 g of tetrahydrofuran (THF), and 0.1 g-3 g of AIBN. The reaction mixture was heated at 60-75° C. for 5-20 hours. The product was precipitated in ethyl ether or n-hexane, filtered and dried to provide poly [2-(toluene-4-sulfonyloxy)ethyl methacrylate/3-hydroxypropyl acrylate/-methyl methacrylate] represented by the following chemical formula 22, at a yield of 65-70%. In a 500 ml round-bottom flask was placed The product was precipitated in ethyl ether n-hexane, filtered dried

Conditions: temp:67.51; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In a 500 ml round-bottom flask was placed 0.3 mole of 2-(toluene-4-sulfonyloxy)ethyl acrylate, 0.33 mole of 3-hydroxypropyl acrylate, 0.22 mole of methyl methacrylate, 300 g of tetrahydrofuran (THF), and 0.1 g-3 g of AIBN. The reaction mixture was heated at 60-75° C. for 5-20 hours. The product was precipitated in ethyl ether or n-hexane, filtered and dried to provide poly [2-(toluene-4-sulfonyloxy)ethyl acrylate/3-hydroxypropyl acrylate/-methyl methacrylate] represented by the following chemical formula 17, at a yield of 65-70%. In a 500 ml round-bottom flask was placed The product was precipitated in ethyl ether n-hexane, filtered dried

Conditions: temp:67.51; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In a 500 ml round-bottom flask was placed 0.3 mole of 2-(toluene-4-sulfonyloxy)ethyl methacrylate, 0.25 mole of 3-hydroxypropyl acrylate, 0.15 mole of methyl methacrylate, 0.3 mole of glycidyl methacrylate, 300 g of tetrahydrofuran (THF), and 0.1 g-3 g of AIBN. The reaction mixture was heated at 60-75° C. for 5-20 hours. The product was precipitated in ethyl ether or n-hexane, filtered and dried to provide poly [2-(toluene-4-sulfonyloxy)ethyl methacrylate/3-hydroxypropyl acrylate-/methyl methacrylate-/glycidyl methacrylate] represented by the following chemical formula 12, at a yield of 65-70%. In a 500 ml round-bottom flask was placed The product was precipitated in ethyl ether n-hexane, filtered dried

Conditions: temp:67.51; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In a 500 ml round-bottom flask was placed 0.3 mole of 2-(toluene-4-sulfonyloxy)ethyl methacrylate, 0.25 mole of 3-hydroxypropyl acrylate, 0.15 mole of methyl methacrylate, 0.3 mole of glycidyl methacrylate, 300 g of tetrahydrofuran (THF), and 0.1 g-3 g of AIBN. The reaction mixture was heated at 60-75° C. for 5-20 hours. The product was precipitated in ethyl ether or n-hexane, filtered and dried to provide poly [2-(toluene-4-sulfonyloxy)ethyl methacrylate/3-hydroxypropyl acrylate-/methyl methacrylate-/glycidyl methacrylate] represented by the following chemical formula 12, at a yield of 65-70%. In a 500 ml round-bottom flask was placed The product was precipitated in ethyl ether n-hexane, filtered dried

Conditions: temp:67.51; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In a 500 ml round-bottom flask was placed 0.3 mole of 2-(toluene-4-sulfonyloxy)ethyl acrylate, 0.25 mole of 3-hydroxypropyl acrylate, 0.1 mole of methyl methacrylate, 0.3 mole of glycidyl methacrylate, 300 g of tetrahydrofuran (THF), and 0.1 g-3 g of AIBN. The reaction mixture was heated at 60-75° C. for 5-20 hours. The product precipitated in ethyl ether or n-hexane, filtered and dried to provide poly [2-(toluene-4-sulfonyloxy)ethyl acrylate/3-hydroxypropyl acrylate/-methyl methacrylate/-glycidyl methacrylate] represented by the following chemical formula 7, at a yield of 65-70%. In a 500 ml round-bottom flask was placed The product precipitated in ethyl ether n-hexane, filtered dried

Conditions: temp:67.51; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In a 500 ml round-bottom flask was placed 0.3 mole of 2-(toluene-4-sulfonyloxy)ethyl acrylate, 0.25 mole of 3-hydroxypropyl acrylate, 0.1 mole of methyl methacrylate, 0.3 mole of glycidyl methacrylate, 300 g of tetrahydrofuran (THF), and 0.1 g-3 g of AIBN. The reaction mixture was heated at 60-75° C. for 5-20 hours. The product precipitated in ethyl ether or n-hexane, filtered and dried to provide poly [2-(toluene-4-sulfonyloxy)ethyl acrylate/3-hydroxypropyl acrylate/-methyl methacrylate/-glycidyl methacrylate] represented by the following chemical formula 7, at a yield of 65-70%. In a 500 ml round-bottom flask was placed The product precipitated in ethyl ether n-hexane, filtered dried

Conditions: temp:150.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Charge 1 was added to a 4-liter stirred stainless steel pressure reactor. The reactor was pressurized with nitrogen providing a 5 psig pad on the reactor. The agitation on the reactor was set at 500 rpm and the reactor temperature was adjusted to 150° C. Charge 2 was added to the reactor at an addition rate of 36 grams/hour over a 2.5 hour period. After 15 minutes Charge 3 was added to reactor at an addition rate of 1000 grams/hour over a 2 hour period. During the monomer addition the temperature was maintained at 150° C. and 60 PSI. After Charges 2 and 3 were in the reactor, the reaction mixture was held for 2 hours. The reactor was than cooled to 25° C. GC analysis of the reaction mixture showed that all acrylates and styrene were reacted. The final solids of the resulting polymer was 83.12% determined at 110° C. for one hour. The copolymer had Mn=1400 and Mw/Mn=2.4. The 13C NMR spectrum was consistent with a molar copolymer composition of 22.1% diusobutylene, 35.0% hydroxypropyl acrylate, 15.6% isobornyl-acrylate, 7.8% styrene, and 19.5% butyl acrylate. Charge 1 was added to a 4-liter was adjusted to 150° C Charge 2 was added to the reactor at an addition rate of 36 grams/hour over a 2.5 hour period After 15 minutes Charge 3 was added to reactor at an addition rate of 1000 grams/hour over a 2 hour period During the monomer addition the temperature than cooled to 25° C were reacted determined at 110° C. for one hour

Conditions: temp:150.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Charge 1 was added to a 4-liter stirred stainless steel pressure reactor. The reactor was then pressurized with nitrogen providing a 5 psig pad on the reactor. The agitation on the reactor was set at 500 rpm and the reactor temperature was adjusted to 150° C. Charge 2 was added to the reactor at addition rate of 18.00 grams/hour over 2.5 hours. After 15 minutes Charge 3 was added to reactor at an addition rate of 750.00 grams/hour over 2 hours. During the monomer addition the temperature was maintained at 150° C. at 70 PSI. After charge 2 and charge 3 were in the reactor, the reaction mixture was held for 2 hours. The reactor was then cooled to 25° C., and vented. GC analysis of the reaction mixture showed that all acrylates were reacted. The final solids of the resulting polymer were determined to be 76.46% at 110° C. for one hour. The copolymer had Mn=2090 and Mw/Mn=1.9. The 13C NMR spectrum is consistent with a molar copolymer composition of 30% hydroxypropyl acrylate, and 70% butyl acrylate. Charge 1 was added to a 4-liter was adjusted to 150° C Charge 2 was added to the reactor at addition rate of 18.00 grams/hour over 2.5 hours After 15 minutes Charge 3 was added to reactor at an addition rate of 750.00 grams/hour over 2 hours During the monomer addition the temperature After charge 2 charge 3 The reactor was then cooled to 25° C. were reacted at 110° C. for one hour

Conditions: temp:150.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Charge 1 was added to a 4-liter stirred stainless steel pressure reactor. The reactor was then pressurized with nitrogen providing a 5 psig pad on the reactor. The agitation on the reactor was set at 500 rpm and the reactor temperature was adjusted to 150° C. Charge 2 was added to the reactor at addition rate of 18.00 grams/hour over 2.5 hours. After 15 minutes Charge 3 was added to reactor at an addition rate of 750.00 grams/hour over 2 hours. During the monomer addition the temperature was maintained at 150° C. at 70 PSI. After charge 2 and charge 3 were in the reactor, the reaction mixture was held for 2 hours. The reactor was then cooled to 25° C., and vented. GC analysis of the reaction mixture showed that all acrylates were reacted. The final solids of the resulting polymer were determined to be 76.46% at 110° C. for one hour. The copolymer had Mn=2090 and Mw/Mn=1.9. The 13C NMR spectrum is consistent with a molar copolymer composition of 30% hydroxypropyl acrylate, and 70% butyl acrylate. Charge 1 was added to a 4-liter was adjusted to 150° C Charge 2 was added to the reactor at addition rate of 18.00 grams/hour over 2.5 hours After 15 minutes Charge 3 was added to reactor at an addition rate of 750.00 grams/hour over 2 hours During the monomer addition the temperature After charge 2 charge 3 The reactor was then cooled to 25° C. were reacted at 110° C. for one hour