wl-hydrophilic-polymer/task2/task2-paper-info/functionalized polymer.json

{
    "protocol": "1. Provide a photopolymerizable composition which includes a compound having a formula: (A)_{u}(B)_{v}(C)_{w}(D)_{x}(E)_{y}(F)_{z}, where A is derived from one or more hydroxyalkyl (meth)acrylate, B is derived from one or more hydroxy polyalkyleneoxide (meth)acrylate, C is derived from one or more alkyl(meth)acrylate, D is derived from one or more (meth)acrylic acid, E is derived from one or more vinyl aromatic monomer, nitrogen containing compound or thioanalog of a nitrogen containing compound, silicon containing monomer, substituted ethylene monomer, or cyclic olefin monomer, and F is derived from one or more hydroxy poly opened-ring lactone polyalkylene oxide (meth)acrylate. Ensure that u, v, w, x, y, and z are weight percentages of the monomers in the backbone, with u being 0 to 30%, v being 0 to 30%, w being 5 to 70%, x being 5 to 40%, y being 0 to 20%, and z being 0 to 30%, ensuring at least one of u, v, or z is greater than 0, and at least one of A, B, C, D, E, and F has at least one pendent functional group. 2. Optionally, include at least one ethylenically unsaturated monomer as a cross-linking agent and a photoinitiator. 3. Apply the photopolymerizable composition to a substrate. 4. Imagewise expose the photopolymerizable composition to actinic radiation to form a polymerized composition. 5. Develop the imagewise exposed photopolymerized composition to form an image on the substrate.The polymer backbone may be made by dissolving chosen monomers into an appropriate solvent and heating in a reaction vessel with a thermal free radical initiator to initiate polymerization. Suitable initiators include peroxide compounds and azo compounds. The functionalized polymers may be prepared using a post polymerization functionalization process, where the main chain and functional pendent components are prepared separately and then joined together. After polymerization, free hydroxyl groups or amino groups on the polymer are reacted with a compound having unsaturated groups to form functional groups. The reaction may occur with isocyanate compounds at mild temperatures (20°C to 60°C) for 1 to 8 hours, preferably 4 to 6 hours. A catalyst can be added to accelerate the reaction. The reaction completion is determined using standard analytical instruments. The overall method includes using various monomers such as hydroxyalkyl (meth)acrylate, hydroxy polyalkylene oxide (meth)acrylate, alkyl (meth)acrylate, (meth)acrylic acid, vinyl aromatic monomers, nitrogen-containing compounds, silicon-containing monomers, and cyclic olefins.A homogeneous solution containing 250 grams of methacrylic acid, 100 grams of poly(ethoxylate-b-caprolactone) monomethacrylate with 6 ethoxylations, and 650 grams of methyl methacrylate was prepared. 75% by weight of this solution was transferred into a second flask. The solution in the first flask was diluted to 26.0% by weight solids, while the second flask was diluted to 60% by weight solids with methyl ethyl ketone. The first flask was heated to reflux under atmospheric conditions, and 11 grams of 2,2'-azobis (2-methylbutyronitrile) was added, mixed, and held at reflux for about 30 minutes. Over 4 hours, a mixture of 18 grams of 2,2'-azobis (2-methylbutyronitrile) and 38.0 grams of methyl ethyl ketone was added to the first flask along with the contents of the second flask while maintaining reflux. Afterward, an additional 9.0 grams of methyl ethyl ketone was added, and the mixture was refluxed for an additional hour. A solution of 15 grams of 2,2'-azobis (2-methylbutyronitrile) in 48.0 grams of methyl ethyl ketone was added to the first flask over 90 minutes while maintaining reflux. Then, 24 grams of 2,2'-azobis (2-methylbutyronitrile) mixed with 48.0 grams of methyl ethyl ketone was added to the reaction mixture over 150 minutes while maintaining reflux. Another 23.0 grams of methyl ethyl ketone was added, and at the end of the reaction, 2,2'-azobis (2-methylbutyronitrile) was thermally killed off to below parts per million concentrations. The resulting copolymer contained 68.1 mole % of methyl methacrylate, 30.5 mole % of methacrylic acid, and 1.4 mole % of poly(ethoxylate-b-caprolactone) monomethacrylate residues, with 95.0% hydroxyl capping.A homogeneous solution containing 250 grams of methacrylic acid, 650 grams of methyl methacrylate and 100 grams of 2-hydroxyethyl methacrylate was prepared. 75% by weight of the homogeneous solution were transferred into a second flask. The homogeneous solution of the first flask was diluted to 25% by weight solids and the homogeneous solution of the second flask was diluted to 60% by weight solids by adding sufficient methyl ethyl ketone. The first flask was mixed and heated to reflux under atmospheric conditions. 11 grams of 2,2'-azobis (2-methylbutyronitrile) was added to the reaction mixture, mixed and held at reflux for 30 minutes. 18 grams of 2,2'-azobis (2-methylbutyronitirle) was mixed with 40.0 grams of methyl ethyl ketone and fed into the first flask along with the contents of the second flask over 4 hours while maintaining reflux. An additional amount of 10.0 grams of methyl ethyl ketone was then added to the first flask and the mixture was refluxed for an additional hour. 15 grams of 2,2'-azobis (2-methylbutyronitirle) were dissolved in 50.0 grams of methyl ethyl ketone and mixed. The mixture was then added to the first flask over a period of 90 minutes while maintaining reflux. 24 grams of 2,2'-azobis (2-methylbutyronitrile) were mixed with 50.0 grams of methyl ethyl ketone and then fed into the reaction mixture over 150 minutes while maintaining reflux. An additional amount of 20.0 grams of methyl ethyl ketone were added to the reaction mixture. At the end of the reaction, 2,2'-azobis (2-methylbutyronitirle) was thermally killed off to below parts per million concentration. The copolymer formed contained 63.8 mole % of methyl methacrylate, 28.6 mole % of methacrylic acid and 7.6 mole % of 2-hydroxyethyl methacrylate residues. The copolymer was 17.6% hydroxyl capped.A homogeneous solution containing 250 grams of methacrylic acid, 650 grams of methyl methacrylate, and 100 grams of poly(ethoxylated) monomethacrylate with 6 ethoxylations was prepared. 75% by weight of the homogeneous solution were transferred into a second flask. The homogeneous solution of the first flask was diluted to 25% by weight solids and the homogeneous solution of the second flask was diluted to 60% by weight solids by adding sufficient methyl ethyl ketone. The first flask was mixed and heated to reflux under atmospheric conditions. 11 grams of 2,2'-azobis (2-methylbutyronitrile) was added to the reaction mixture, mixed and held at reflux for 30 minutes. 18 grams of 2,2'-azobis (2-methylbutyronitrile) was mixed with 40 grams of methyl ethyl ketone and fed into the first flask along with the contents of the second flask over 4 hours while maintaining reflux. An additional 10.0 grams of methyl ethyl ketone was then added to the first flask and the mixture was refluxed for an additional hour. 15 grams of 2,2'-azobis (2-methylbutyronitrile) were dissolved in 50 grams of methyl ethyl ketone and mixed. The mixture was then added to the first flask over a period of 90 minutes while maintaining reflux. 24 grams of 2,2'-azobis (2-methylbutyronitrile) were mixed with 50.0 grams of methyl ethyl ketone and then fed into the reaction mixture over 150 minutes while maintaining reflux. An additional 25.0 grams of methyl ethyl ketone were added to the reaction mixture. At the end of the reaction, 2,2'-azobis (2-methylbutyronitrile) was thermally killed off to below parts per million concentrations.A homogeneous solution containing 250 grams of methacrylic acid, 650 grams of methyl methacrylate, 100 grams of 2-hydroxyethyl methacrylate, and 2.0 grams of n-butyl acrylate was prepared. 75% by weight of the homogeneous solution were transferred into a second flask. The homogeneous solution of the first flask was diluted to 26.0% by weight solids and the homogeneous solution of the second flask was diluted to 60% by weight solids by adding sufficient methyl ethyl ketone. The first flask was mixed and heated to reflux under atmospheric conditions. 11 grams of 2,2'-azobis (2-methylbutyronitrile) was added to the reaction mixture, mixed and held at reflux for 30 minutes. 18 grams of 2,2'-azobis (2-methylbutyronitrile) was mixed with 40.0 grams of methyl ethyl ketone and fed into the first flask along with the contents of the second flask over 4 hours while maintaining reflux. An additional amount of 9.0 grams of methyl ethyl ketone was then added to the first flask and the mixture was refluxed for an additional hour. 15 grams of 2,2'-azobis (2-methylbutyronitrile) were dissolved in 50.0 grams of methyl ethyl ketone and mixed. The mixture was then added to the first flask over a period of 90 minutes while maintaining reflux. 24 grams of 2,2'-azobis (2-methylbutyronitrile) were mixed with 50.0 grams of methyl ethyl ketone and then fed into the reaction mixture over 150 minutes while maintaining reflux. An additional amount of 23.0 grams of methyl ethyl ketone was added to the reaction mixture. At the end of the reaction, 2,2'-azobis (2-methylbutyronitrile) was thermally killed off to below parts per million concentrations. The copolymer was composed of 59.6 mole % of methyl methacrylate, 28.9 mole % of methacrylic acid, 7.6 mole % of 2-hydroxyethyl methacrylate and 3.9 mole % of n-butyl acrylate. The copolymer was 17.4% hydroxyl capped.Two photopolymerizable compositions were prepared using copolymers 2 or 4. Each composition contained the following components: 66.75 wt% of copolymer 2 or 4 as the polymer binder, 13.67 wt% of Bis A ethoxylate dimethacrylate as the photopolymerizable oligomer, 10.80 wt% of alkylene oxide, mono methacrylate as the photopolymerizable monomer, 0.05 wt% of Michler's ethyl ketone as a UV absorber, 3.50 wt% of Lophine dimmer as a color activator/photoinitiator, 0.40 wt% of Leuco crystal violet as a color formor, 0.05 wt% of Malachite green as a dye, 4.48 wt% of phthalate as a plasticizer, 3.0 wt% of benzophenone as a photoinitiator, and 0.10 wt% of Modaflow as a flow control agent. Each composition was prepared in a 7:1 mixture of 2-butanone to 2-propanol at 50% solids. The solution was coated onto biaxially orientated 80 gauge polyester films and dried to 1% or less retained solvent. The coated mixtures were laminated onto mechanically scrubbed 1 oz/FR 4/1 oz clad copper composite using a hot roll laminator at 110°C, at 2 meters/minute and 3 bar pressure.A homogeneous solution containing 197 grams of methacrylic acid, 512 grams of methyl methacrylate, and 79 grams of poly(ethoxylated) monomethacrylate was prepared. 75% by weight of the homogeneous solution was transferred into a second flask. The first flask's solution was diluted to 25% by weight solids, and the second flask's solution was diluted to 60% by weight solids by adding methyl ethyl ketone. The first flask was mixed and heated to reflux under atmospheric conditions. 2.0 grams of 2,2'-azobis (2-methylbutyronitrile) was added to the reaction mixture and held at reflux for 30 minutes. 6.0 grams of 2,2'-azobis (2-methylbutyronitrile) was mixed with 40 grams of methyl ethyl ketone and added to the first flask along with the second flask's contents over 4 hours while maintaining reflux. An additional 9.0 grams of methyl ethyl ketone was added to the first flask, and the mixture refluxed for another hour. 5.0 grams of 2,2'-azobis (2-methylbutyronitrile) were dissolved in 50.0 grams of methyl ethyl ketone and added to the first flask over 90 minutes while maintaining reflux. 9.0 grams of 2,2'-azobis (2-methylbutyronitrile) were mixed with 50.0 grams of methyl ethyl ketone and added to the reaction mixture over 150 minutes while maintaining reflux, followed by the addition of 25.0 grams of methyl ethyl ketone. 5.31 grams of 1,6-hexamethylene diisocyanate biuret (23% free-NCO) were added to a clean dry, nitrogen sparged flask along with 0.06 grams of dibutylin dilaurate, 0.05 grams of Irganox 1076, and 160.0 grams of methyl ethyl ketone. The flask was sparged with dry air and stoppered. The components were mixed and heated at 35°C. In a separate air-sparged addition funnel, 15.97 grams of poly(ethoxylate-b-caprolactone) monomethacrylate oligomer were added over 1 hour while maintaining a temperature of 35°C. After rinsing with 118.0 grams of methyl ethyl ketone, the temperature was increased to 60°C and maintained for 3 hours. 763.0 grams of the acrylic copolymer (47% solids) and 50.0 grams of methyl ethyl ketone were mixed in another flask and heated to 45°C. The urethane/acrylate moiety was added over 1 hour, followed by 0.50 grams of Irganox 1076 and 30.0 grams of methyl ethyl ketone. The mixture was held at 45°C for 3 hours with constant mixing, resulting in a copolymer composed of 25 mole % methacrylic acid, 65 mole % methyl methacrylate, and 10 mole % poly(ethoxylated) monomethacrylate residues, with 6 mole % functionalization.A homogeneous solution containing 77.5 grams of 2-hydroxyethyl methacrylate, 194 grams of methacrylic acid, and 504 grams of methyl methacrylate was prepared. 75% by weight of the homogeneous solution was transferred to a second flask. The homogeneous solution of the first flask was diluted to 25% by weight solids and the homogeneous solution of the second flask was diluted to 60% by weight solids by adding sufficient methyl ethyl ketone. The first flask was mixed and heated to reflux under atmospheric conditions. 2.0 grams of 2,2'-azobis (2-methylbutyronitrile) was added to the reaction mixture, mixed and held at reflux for 30 minutes. 6.25 grams of 2,2'-azobis (2-methylbutyronitrile) was mixed with 40.0 grams of methyl ethyl ketone and fed into the first flask along with the contents of the second flask over 4 hours while maintaining reflux. An additional amount of 9.0 grams of methyl ethyl ketone was then added to the first flask and the mixture was refluxed for an additional hour. 5.0 grams of 2,2'-azobis (2-methylbutyronitrile) were dissolved in 50.0 grams of methyl ethyl ketone and mixed. The mixture was then added to the first flask over a period of 90 minutes while maintaining reflux. 9.0 grams of 2,2'-azobis (2-methylbutyronitrile) were mixed with 50.0 grams of methyl ethyl ketone and then fed into the reaction mixture over 150 minutes while maintaining reflux. An additional amount of 23.0 grams of methyl ethyl ketone were added to the reaction mixture. At the end of the reaction, 2,2'-azobis (2-methylbutyronitrile) was thermally killed off to below parts per million concentrations. 150.0 grams of 1,6-hexamethylene diisocyanate biuret (23.0% -NCO) were added to a clean dry, nitrogen sparged flask along with 0.06 grams of dibutyltin dilaurate, 0.05 grams of Irganox 1076, and 160.0 grams of methyl ethyl ketone. The flask was sparged with dry air and stoppered. The components were mixed and heated at 35°C. In a separate clean dry air sparged addition funnel, 190.0 grams of poly(ethoxylate-b-caprolactone) monomethacrylate oligomer was weighed out and added to the flask containing the 1,6-hexamethylene diisocyanate biuret over 1 hour while maintaining a temperature of 35°C. The addition funnel was rinsed with 120.0 grams of methyl ethyl ketone and added to the flask. The temperature was then increased to 60°C and the reaction was maintained for 3 hours at that temperature. The functionalized polymer was prepared by weighing out 750.0 grams of the acrylic copolymer and 55.0 grams of methyl ethyl ketone to a clean, dry air sparged flask. The combination was mixed and heated to 45°C. The urethane/acrylate moiety was added to the acrylic copolymer over 1 hour. 0.50 grams of Irganox 1076 and 30.0 grams of methyl ethyl ketone was added to the reaction mixture. The reaction contents were held at 45°C for 3 hours with constant mixing. The polymer main chain was 6 mole percent functionalized with the moiety.Functionalized copolymers are prepared by combining components in the specified proportions. Each photopolymerizable composition is created using a solvent mixture of 2-butanone and 2-propanol at a 7:1 ratio, achieving 50% solids. The resulting solutions are then applied to biaxially oriented 80 gauge polyester films and dried to retain 1% or less solvent. Following this, the coated films are laminated onto FR-4 copper clad composites with a hot roll laminator set at 110°C, a speed of 2 meters/minute, and a pressure of 3 bar. The laminated materials are imaged on a UV printer and developed in a 1% sodium carbonate monohydrate solution at 30°C, using a conveyorized spray developer at 26 psi, followed by rinses with tap water and deionized water. The final steps include etching with a 2N cupric chloride/hydrochloric acid solution at 50°C and stripping the developed photopolymerized composition using a 3% sodium hydroxide solution at 55°C, also in a conveyorized unit with multiple spray nozzles, finishing with a rinse of tap water."
}
	`{`
	"protocol": "1. Provide a photopolymerizable composition which includes a compound having a formula: (A)_{u}(B)_{v}(C)_{w}(D)_{x}(E)_{y}(F)_{z}, where A is derived from one or more hydroxyalkyl (meth)acrylate, B is derived from one or more hydroxy polyalkyleneoxide (meth)acrylate, C is derived from one or more alkyl(meth)acrylate, D is derived from one or more (meth)acrylic acid, E is derived from one or more vinyl aromatic monomer, nitrogen containing compound or thioanalog of a nitrogen containing compound, silicon containing monomer, substituted ethylene monomer, or cyclic olefin monomer, and F is derived from one or more hydroxy poly opened-ring lactone polyalkylene oxide (meth)acrylate. Ensure that u, v, w, x, y, and z are weight percentages of the monomers in the backbone, with u being 0 to 30%, v being 0 to 30%, w being 5 to 70%, x being 5 to 40%, y being 0 to 20%, and z being 0 to 30%, ensuring at least one of u, v, or z is greater than 0, and at least one of A, B, C, D, E, and F has at least one pendent functional group. 2. Optionally, include at least one ethylenically unsaturated monomer as a cross-linking agent and a photoinitiator. 3. Apply the photopolymerizable composition to a substrate. 4. Imagewise expose the photopolymerizable composition to actinic radiation to form a polymerized composition. 5. Develop the imagewise exposed photopolymerized composition to form an image on the substrate.The polymer backbone may be made by dissolving chosen monomers into an appropriate solvent and heating in a reaction vessel with a thermal free radical initiator to initiate polymerization. Suitable initiators include peroxide compounds and azo compounds. The functionalized polymers may be prepared using a post polymerization functionalization process, where the main chain and functional pendent components are prepared separately and then joined together. After polymerization, free hydroxyl groups or amino groups on the polymer are reacted with a compound having unsaturated groups to form functional groups. The reaction may occur with isocyanate compounds at mild temperatures (20°C to 60°C) for 1 to 8 hours, preferably 4 to 6 hours. A catalyst can be added to accelerate the reaction. The reaction completion is determined using standard analytical instruments. The overall method includes using various monomers such as hydroxyalkyl (meth)acrylate, hydroxy polyalkylene oxide (meth)acrylate, alkyl (meth)acrylate, (meth)acrylic acid, vinyl aromatic monomers, nitrogen-containing compounds, silicon-containing monomers, and cyclic olefins.A homogeneous solution containing 250 grams of methacrylic acid, 100 grams of poly(ethoxylate-b-caprolactone) monomethacrylate with 6 ethoxylations, and 650 grams of methyl methacrylate was prepared. 75% by weight of this solution was transferred into a second flask. The solution in the first flask was diluted to 26.0% by weight solids, while the second flask was diluted to 60% by weight solids with methyl ethyl ketone. The first flask was heated to reflux under atmospheric conditions, and 11 grams of 2,2'-azobis (2-methylbutyronitrile) was added, mixed, and held at reflux for about 30 minutes. Over 4 hours, a mixture of 18 grams of 2,2'-azobis (2-methylbutyronitrile) and 38.0 grams of methyl ethyl ketone was added to the first flask along with the contents of the second flask while maintaining reflux. Afterward, an additional 9.0 grams of methyl ethyl ketone was added, and the mixture was refluxed for an additional hour. A solution of 15 grams of 2,2'-azobis (2-methylbutyronitrile) in 48.0 grams of methyl ethyl ketone was added to the first flask over 90 minutes while maintaining reflux. Then, 24 grams of 2,2'-azobis (2-methylbutyronitrile) mixed with 48.0 grams of methyl ethyl ketone was added to the reaction mixture over 150 minutes while maintaining reflux. Another 23.0 grams of methyl ethyl ketone was added, and at the end of the reaction, 2,2'-azobis (2-methylbutyronitrile) was thermally killed off to below parts per million concentrations. The resulting copolymer contained 68.1 mole % of methyl methacrylate, 30.5 mole % of methacrylic acid, and 1.4 mole % of poly(ethoxylate-b-caprolactone) monomethacrylate residues, with 95.0% hydroxyl capping.A homogeneous solution containing 250 grams of methacrylic acid, 650 grams of methyl methacrylate and 100 grams of 2-hydroxyethyl methacrylate was prepared. 75% by weight of the homogeneous solution were transferred into a second flask. The homogeneous solution of the first flask was diluted to 25% by weight solids and the homogeneous solution of the second flask was diluted to 60% by weight solids by adding sufficient methyl ethyl ketone. The first flask was mixed and heated to reflux under atmospheric conditions. 11 grams of 2,2'-azobis (2-methylbutyronitrile) was added to the reaction mixture, mixed and held at reflux for 30 minutes. 18 grams of 2,2'-azobis (2-methylbutyronitirle) was mixed with 40.0 grams of methyl ethyl ketone and fed into the first flask along with the contents of the second flask over 4 hours while maintaining reflux. An additional amount of 10.0 grams of methyl ethyl ketone was then added to the first flask and the mixture was refluxed for an additional hour. 15 grams of 2,2'-azobis (2-methylbutyronitirle) were dissolved in 50.0 grams of methyl ethyl ketone and mixed. The mixture was then added to the first flask over a period of 90 minutes while maintaining reflux. 24 grams of 2,2'-azobis (2-methylbutyronitrile) were mixed with 50.0 grams of methyl ethyl ketone and then fed into the reaction mixture over 150 minutes while maintaining reflux. An additional amount of 20.0 grams of methyl ethyl ketone were added to the reaction mixture. At the end of the reaction, 2,2'-azobis (2-methylbutyronitirle) was thermally killed off to below parts per million concentration. The copolymer formed contained 63.8 mole % of methyl methacrylate, 28.6 mole % of methacrylic acid and 7.6 mole % of 2-hydroxyethyl methacrylate residues. The copolymer was 17.6% hydroxyl capped.A homogeneous solution containing 250 grams of methacrylic acid, 650 grams of methyl methacrylate, and 100 grams of poly(ethoxylated) monomethacrylate with 6 ethoxylations was prepared. 75% by weight of the homogeneous solution were transferred into a second flask. The homogeneous solution of the first flask was diluted to 25% by weight solids and the homogeneous solution of the second flask was diluted to 60% by weight solids by adding sufficient methyl ethyl ketone. The first flask was mixed and heated to reflux under atmospheric conditions. 11 grams of 2,2'-azobis (2-methylbutyronitrile) was added to the reaction mixture, mixed and held at reflux for 30 minutes. 18 grams of 2,2'-azobis (2-methylbutyronitrile) was mixed with 40 grams of methyl ethyl ketone and fed into the first flask along with the contents of the second flask over 4 hours while maintaining reflux. An additional 10.0 grams of methyl ethyl ketone was then added to the first flask and the mixture was refluxed for an additional hour. 15 grams of 2,2'-azobis (2-methylbutyronitrile) were dissolved in 50 grams of methyl ethyl ketone and mixed. The mixture was then added to the first flask over a period of 90 minutes while maintaining reflux. 24 grams of 2,2'-azobis (2-methylbutyronitrile) were mixed with 50.0 grams of methyl ethyl ketone and then fed into the reaction mixture over 150 minutes while maintaining reflux. An additional 25.0 grams of methyl ethyl ketone were added to the reaction mixture. At the end of the reaction, 2,2'-azobis (2-methylbutyronitrile) was thermally killed off to below parts per million concentrations.A homogeneous solution containing 250 grams of methacrylic acid, 650 grams of methyl methacrylate, 100 grams of 2-hydroxyethyl methacrylate, and 2.0 grams of n-butyl acrylate was prepared. 75% by weight of the homogeneous solution were transferred into a second flask. The homogeneous solution of the first flask was diluted to 26.0% by weight solids and the homogeneous solution of the second flask was diluted to 60% by weight solids by adding sufficient methyl ethyl ketone. The first flask was mixed and heated to reflux under atmospheric conditions. 11 grams of 2,2'-azobis (2-methylbutyronitrile) was added to the reaction mixture, mixed and held at reflux for 30 minutes. 18 grams of 2,2'-azobis (2-methylbutyronitrile) was mixed with 40.0 grams of methyl ethyl ketone and fed into the first flask along with the contents of the second flask over 4 hours while maintaining reflux. An additional amount of 9.0 grams of methyl ethyl ketone was then added to the first flask and the mixture was refluxed for an additional hour. 15 grams of 2,2'-azobis (2-methylbutyronitrile) were dissolved in 50.0 grams of methyl ethyl ketone and mixed. The mixture was then added to the first flask over a period of 90 minutes while maintaining reflux. 24 grams of 2,2'-azobis (2-methylbutyronitrile) were mixed with 50.0 grams of methyl ethyl ketone and then fed into the reaction mixture over 150 minutes while maintaining reflux. An additional amount of 23.0 grams of methyl ethyl ketone was added to the reaction mixture. At the end of the reaction, 2,2'-azobis (2-methylbutyronitrile) was thermally killed off to below parts per million concentrations. The copolymer was composed of 59.6 mole % of methyl methacrylate, 28.9 mole % of methacrylic acid, 7.6 mole % of 2-hydroxyethyl methacrylate and 3.9 mole % of n-butyl acrylate. The copolymer was 17.4% hydroxyl capped.Two photopolymerizable compositions were prepared using copolymers 2 or 4. Each composition contained the following components: 66.75 wt% of copolymer 2 or 4 as the polymer binder, 13.67 wt% of Bis A ethoxylate dimethacrylate as the photopolymerizable oligomer, 10.80 wt% of alkylene oxide, mono methacrylate as the photopolymerizable monomer, 0.05 wt% of Michler's ethyl ketone as a UV absorber, 3.50 wt% of Lophine dimmer as a color activator/photoinitiator, 0.40 wt% of Leuco crystal violet as a color formor, 0.05 wt% of Malachite green as a dye, 4.48 wt% of phthalate as a plasticizer, 3.0 wt% of benzophenone as a photoinitiator, and 0.10 wt% of Modaflow as a flow control agent. Each composition was prepared in a 7:1 mixture of 2-butanone to 2-propanol at 50% solids. The solution was coated onto biaxially orientated 80 gauge polyester films and dried to 1% or less retained solvent. The coated mixtures were laminated onto mechanically scrubbed 1 oz/FR 4/1 oz clad copper composite using a hot roll laminator at 110°C, at 2 meters/minute and 3 bar pressure.A homogeneous solution containing 197 grams of methacrylic acid, 512 grams of methyl methacrylate, and 79 grams of poly(ethoxylated) monomethacrylate was prepared. 75% by weight of the homogeneous solution was transferred into a second flask. The first flask's solution was diluted to 25% by weight solids, and the second flask's solution was diluted to 60% by weight solids by adding methyl ethyl ketone. The first flask was mixed and heated to reflux under atmospheric conditions. 2.0 grams of 2,2'-azobis (2-methylbutyronitrile) was added to the reaction mixture and held at reflux for 30 minutes. 6.0 grams of 2,2'-azobis (2-methylbutyronitrile) was mixed with 40 grams of methyl ethyl ketone and added to the first flask along with the second flask's contents over 4 hours while maintaining reflux. An additional 9.0 grams of methyl ethyl ketone was added to the first flask, and the mixture refluxed for another hour. 5.0 grams of 2,2'-azobis (2-methylbutyronitrile) were dissolved in 50.0 grams of methyl ethyl ketone and added to the first flask over 90 minutes while maintaining reflux. 9.0 grams of 2,2'-azobis (2-methylbutyronitrile) were mixed with 50.0 grams of methyl ethyl ketone and added to the reaction mixture over 150 minutes while maintaining reflux, followed by the addition of 25.0 grams of methyl ethyl ketone. 5.31 grams of 1,6-hexamethylene diisocyanate biuret (23% free-NCO) were added to a clean dry, nitrogen sparged flask along with 0.06 grams of dibutylin dilaurate, 0.05 grams of Irganox 1076, and 160.0 grams of methyl ethyl ketone. The flask was sparged with dry air and stoppered. The components were mixed and heated at 35°C. In a separate air-sparged addition funnel, 15.97 grams of poly(ethoxylate-b-caprolactone) monomethacrylate oligomer were added over 1 hour while maintaining a temperature of 35°C. After rinsing with 118.0 grams of methyl ethyl ketone, the temperature was increased to 60°C and maintained for 3 hours. 763.0 grams of the acrylic copolymer (47% solids) and 50.0 grams of methyl ethyl ketone were mixed in another flask and heated to 45°C. The urethane/acrylate moiety was added over 1 hour, followed by 0.50 grams of Irganox 1076 and 30.0 grams of methyl ethyl ketone. The mixture was held at 45°C for 3 hours with constant mixing, resulting in a copolymer composed of 25 mole % methacrylic acid, 65 mole % methyl methacrylate, and 10 mole % poly(ethoxylated) monomethacrylate residues, with 6 mole % functionalization.A homogeneous solution containing 77.5 grams of 2-hydroxyethyl methacrylate, 194 grams of methacrylic acid, and 504 grams of methyl methacrylate was prepared. 75% by weight of the homogeneous solution was transferred to a second flask. The homogeneous solution of the first flask was diluted to 25% by weight solids and the homogeneous solution of the second flask was diluted to 60% by weight solids by adding sufficient methyl ethyl ketone. The first flask was mixed and heated to reflux under atmospheric conditions. 2.0 grams of 2,2'-azobis (2-methylbutyronitrile) was added to the reaction mixture, mixed and held at reflux for 30 minutes. 6.25 grams of 2,2'-azobis (2-methylbutyronitrile) was mixed with 40.0 grams of methyl ethyl ketone and fed into the first flask along with the contents of the second flask over 4 hours while maintaining reflux. An additional amount of 9.0 grams of methyl ethyl ketone was then added to the first flask and the mixture was refluxed for an additional hour. 5.0 grams of 2,2'-azobis (2-methylbutyronitrile) were dissolved in 50.0 grams of methyl ethyl ketone and mixed. The mixture was then added to the first flask over a period of 90 minutes while maintaining reflux. 9.0 grams of 2,2'-azobis (2-methylbutyronitrile) were mixed with 50.0 grams of methyl ethyl ketone and then fed into the reaction mixture over 150 minutes while maintaining reflux. An additional amount of 23.0 grams of methyl ethyl ketone were added to the reaction mixture. At the end of the reaction, 2,2'-azobis (2-methylbutyronitrile) was thermally killed off to below parts per million concentrations. 150.0 grams of 1,6-hexamethylene diisocyanate biuret (23.0% -NCO) were added to a clean dry, nitrogen sparged flask along with 0.06 grams of dibutyltin dilaurate, 0.05 grams of Irganox 1076, and 160.0 grams of methyl ethyl ketone. The flask was sparged with dry air and stoppered. The components were mixed and heated at 35°C. In a separate clean dry air sparged addition funnel, 190.0 grams of poly(ethoxylate-b-caprolactone) monomethacrylate oligomer was weighed out and added to the flask containing the 1,6-hexamethylene diisocyanate biuret over 1 hour while maintaining a temperature of 35°C. The addition funnel was rinsed with 120.0 grams of methyl ethyl ketone and added to the flask. The temperature was then increased to 60°C and the reaction was maintained for 3 hours at that temperature. The functionalized polymer was prepared by weighing out 750.0 grams of the acrylic copolymer and 55.0 grams of methyl ethyl ketone to a clean, dry air sparged flask. The combination was mixed and heated to 45°C. The urethane/acrylate moiety was added to the acrylic copolymer over 1 hour. 0.50 grams of Irganox 1076 and 30.0 grams of methyl ethyl ketone was added to the reaction mixture. The reaction contents were held at 45°C for 3 hours with constant mixing. The polymer main chain was 6 mole percent functionalized with the moiety.Functionalized copolymers are prepared by combining components in the specified proportions. Each photopolymerizable composition is created using a solvent mixture of 2-butanone and 2-propanol at a 7:1 ratio, achieving 50% solids. The resulting solutions are then applied to biaxially oriented 80 gauge polyester films and dried to retain 1% or less solvent. Following this, the coated films are laminated onto FR-4 copper clad composites with a hot roll laminator set at 110°C, a speed of 2 meters/minute, and a pressure of 3 bar. The laminated materials are imaged on a UV printer and developed in a 1% sodium carbonate monohydrate solution at 30°C, using a conveyorized spray developer at 26 psi, followed by rinses with tap water and deionized water. The final steps include etching with a 2N cupric chloride/hydrochloric acid solution at 50°C and stripping the developed photopolymerized composition using a 3% sodium hydroxide solution at 55°C, also in a conveyorized unit with multiple spray nozzles, finishing with a rinse of tap water."
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