Skip to main content
Erschienen in: Polymer Bulletin 3/2015

01.03.2015 | Original Paper

Synthesis of novel branched UV-curable methacrylate copolymer and its application in negative photoresist

Erschienen in: Polymer Bulletin | Ausgabe 3/2015

Einloggen

Aktivieren Sie unsere intelligente Suche, um passende Fachinhalte oder Patente zu finden.

search-config
loading …

Abstract

A series of novel branched methacrylate copolymers (BPMBMV) were synthesized via the mercapto chain transfer polymerization using methacrylic acid, maleic anhydride, benzyl methacrylate, and 4-vinyl benzyl thiol. Then, BPMBMV reacted with hydroxyethyl acrylate to obtain branched UV-curable copolymer H-BPMBMV, which were characterized by fourier transfer infrared spectra and proton nuclear magnetic resonance spectra. The molecular weights and glass transition temperature (T g ) of the polymers decreased with the addition of VBT. The results of photo-differential scanning calorimetry (Photo-DSC) tests showed that photo-polymerization ability of H-BPMBMV increased with the increased content of VBT. With an optimized formulation, a negative-type photoresist was prepared. The resolution of the circuit could reach as high as 20 μm, and the film of photoresist showed good acid resistance.

Sie haben noch keine Lizenz? Dann Informieren Sie sich jetzt über unsere Produkte:

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

  • über 102.000 Bücher
  • über 537 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Maschinenbau + Werkstoffe
  • Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 390 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Maschinenbau + Werkstoffe




 

Jetzt Wissensvorsprung sichern!

Literatur
1.
Zurück zum Zitat Guo L, DeWeerth SP (2010) High-density stretchable electronics: toward an integrated multilayer composite. Adv Mater 22:4030–4033CrossRef Guo L, DeWeerth SP (2010) High-density stretchable electronics: toward an integrated multilayer composite. Adv Mater 22:4030–4033CrossRef
2.
Zurück zum Zitat Lee CK, Hwang FH, Cheng LP et al (2012) Preparation and characterization of nanosilica-filled color resist. Adv Polym Technol 31(2):163–171CrossRef Lee CK, Hwang FH, Cheng LP et al (2012) Preparation and characterization of nanosilica-filled color resist. Adv Polym Technol 31(2):163–171CrossRef
3.
Zurück zum Zitat Sakii D, Takahashi A, Oyama T (2012) Development of photosensitive vinyl polymers with imide group based on reaction development patterning. J Photopolym Sci Technol 25:371–374CrossRef Sakii D, Takahashi A, Oyama T (2012) Development of photosensitive vinyl polymers with imide group based on reaction development patterning. J Photopolym Sci Technol 25:371–374CrossRef
4.
Zurück zum Zitat Eunhye K, Hyungju A, Sungmin P (2013) Directed assembly of high molecular weight block copolymers: highly ordered line patterns of perpendicularly oriented lamellae with large periods. ACS Nano 7(3):1952–1960CrossRef Eunhye K, Hyungju A, Sungmin P (2013) Directed assembly of high molecular weight block copolymers: highly ordered line patterns of perpendicularly oriented lamellae with large periods. ACS Nano 7(3):1952–1960CrossRef
5.
Zurück zum Zitat Li TS, Xu WJ, Tang CQ (2012) Controllable photopatterning and photochemical properties of novel copolymer containing dianthracene Langmuir–Blodgett films. J Polym Sci Part B Polym Phys 50:139–147CrossRef Li TS, Xu WJ, Tang CQ (2012) Controllable photopatterning and photochemical properties of novel copolymer containing dianthracene Langmuir–Blodgett films. J Polym Sci Part B Polym Phys 50:139–147CrossRef
6.
Zurück zum Zitat Han WS, Lin BP, Yang H et al (2012) Synthesis and properties of UV-curable hyperbranched polyurethane acrylate oligomers containing carboxyl groups. Polym Bull 68:1009–1022CrossRef Han WS, Lin BP, Yang H et al (2012) Synthesis and properties of UV-curable hyperbranched polyurethane acrylate oligomers containing carboxyl groups. Polym Bull 68:1009–1022CrossRef
7.
Zurück zum Zitat Lee CK, Don TM, Lin DJ et al (2008) Characterization of acrylic copolymers applied in negative-type photoresist via a ternary composition diagram. J Appl Polym Sci 109:467–474CrossRef Lee CK, Don TM, Lin DJ et al (2008) Characterization of acrylic copolymers applied in negative-type photoresist via a ternary composition diagram. J Appl Polym Sci 109:467–474CrossRef
8.
Zurück zum Zitat Shi J, Jim CKW, Mahtab F et al (2010) Ferrocene-functionalized hyperbranched polyphenylenes: synthesis, redox activity, light refraction, transition-metal complexation, and precursors to magnetic ceramics. Macromolecules 43:680–690CrossRef Shi J, Jim CKW, Mahtab F et al (2010) Ferrocene-functionalized hyperbranched polyphenylenes: synthesis, redox activity, light refraction, transition-metal complexation, and precursors to magnetic ceramics. Macromolecules 43:680–690CrossRef
9.
Zurück zum Zitat Tang Y, Jim CKW, Liu Y, Ye L et al (2010) Synthesis and curing of hyperbranched poly(triazole)s with click polymerization for improved adhesion strength. ACS Appl Mater Interfaces 2:566–574CrossRef Tang Y, Jim CKW, Liu Y, Ye L et al (2010) Synthesis and curing of hyperbranched poly(triazole)s with click polymerization for improved adhesion strength. ACS Appl Mater Interfaces 2:566–574CrossRef
10.
Zurück zum Zitat Go C, Yan D (2004) Hyperbranched polymers: from synthesis to applications. Prog Polym Sci 29:183–275CrossRef Go C, Yan D (2004) Hyperbranched polymers: from synthesis to applications. Prog Polym Sci 29:183–275CrossRef
11.
Zurück zum Zitat Liu CW, Zhao XG (2013) Synthesis of soluble and autophotosensitive hyperbranched polyimides with good optical properties and thermal properties. Polym J 45:318–325CrossRef Liu CW, Zhao XG (2013) Synthesis of soluble and autophotosensitive hyperbranched polyimides with good optical properties and thermal properties. Polym J 45:318–325CrossRef
12.
Zurück zum Zitat Christos L, Georges H (2009) Hyperbranched polymers for photolithographic applications—towards understanding the relationship between chemical structure of polymer resin and lithographic performances. Adv Mater 21:1121–1125CrossRef Christos L, Georges H (2009) Hyperbranched polymers for photolithographic applications—towards understanding the relationship between chemical structure of polymer resin and lithographic performances. Adv Mater 21:1121–1125CrossRef
13.
Zurück zum Zitat Hae SS, Jong CL (2012) Preparation of acid-cleavable branched polymers for argon fluoride photoresists via reversible addition-fragmentation chain-transfer polymerization. J Appl Polym Sci 125(1):344–352CrossRef Hae SS, Jong CL (2012) Preparation of acid-cleavable branched polymers for argon fluoride photoresists via reversible addition-fragmentation chain-transfer polymerization. J Appl Polym Sci 125(1):344–352CrossRef
14.
Zurück zum Zitat Saptarshi C SR (2013) A novel photodegradable hyperbranched polymeric photoresist. Chem Commun 49:11041–11043CrossRef Saptarshi C SR (2013) A novel photodegradable hyperbranched polymeric photoresist. Chem Commun 49:11041–11043CrossRef
15.
Zurück zum Zitat Isaure F, Cormack PAG, Sherrington DC (2004) Synthesis of branched poly (methyl methacrylate)s: effect of the branching comonomer structure. Macromolecules 37:2096–2105CrossRef Isaure F, Cormack PAG, Sherrington DC (2004) Synthesis of branched poly (methyl methacrylate)s: effect of the branching comonomer structure. Macromolecules 37:2096–2105CrossRef
16.
Zurück zum Zitat Graham S, Cormack PAG, Sherrington DC (2005) One-pot synthesis of branched poly(methacrylic acid)s and suppression of the rheological “polyelectrolyte effect”. Macromolecules 38:86–90CrossRef Graham S, Cormack PAG, Sherrington DC (2005) One-pot synthesis of branched poly(methacrylic acid)s and suppression of the rheological polyelectrolyte effect. Macromolecules 38:86–90CrossRef
17.
Zurück zum Zitat Baudry R, Sherrington DC (2006) Facile synthesis of branched poly(vinyl alcohol)s. Macromolecules 39:5230–5237CrossRef Baudry R, Sherrington DC (2006) Facile synthesis of branched poly(vinyl alcohol)s. Macromolecules 39:5230–5237CrossRef
18.
Zurück zum Zitat Liu J, Wang Y, Fu Q (2008) Branched polymer via free radical polymerization of chain transfer monomer: a theoretical and experimental investigation. J Polym Sci Part A Polym Chem 46:1449–1459CrossRef Liu J, Wang Y, Fu Q (2008) Branched polymer via free radical polymerization of chain transfer monomer: a theoretical and experimental investigation. J Polym Sci Part A Polym Chem 46:1449–1459CrossRef
19.
Zurück zum Zitat Jiang L, Huang WY, Xue XQ et al (2012) Radical polymerization in the presence of chain transfer monomer: an approach to branched vinyl polymers. Macromolecules 45:4092–4100CrossRef Jiang L, Huang WY, Xue XQ et al (2012) Radical polymerization in the presence of chain transfer monomer: an approach to branched vinyl polymers. Macromolecules 45:4092–4100CrossRef
20.
Zurück zum Zitat Liu JC, Liu XY (2013) One-pot synthesis of branched alternating copolymers P(St-alt-MAn) via free radical polymerization in the presence of chain transfer monomer. Polym Bull 70:1795–1803CrossRef Liu JC, Liu XY (2013) One-pot synthesis of branched alternating copolymers P(St-alt-MAn) via free radical polymerization in the presence of chain transfer monomer. Polym Bull 70:1795–1803CrossRef
21.
Zurück zum Zitat Liu JC, Liu R, Yuan Y et al (2013) Preparation of superhydrophobic antistatic coatings from branched alternating copolymers P(St-alt-MAn) and carbon nanotubes based on organic–inorganic hybrid approach. Prog Org Coat 76:1251–1257CrossRef Liu JC, Liu R, Yuan Y et al (2013) Preparation of superhydrophobic antistatic coatings from branched alternating copolymers P(St-alt-MAn) and carbon nanotubes based on organic–inorganic hybrid approach. Prog Org Coat 76:1251–1257CrossRef
22.
Zurück zum Zitat Liu JC, Jia XL, Liu R et al (2014) Synthesis of UV-curable hyperbranched polyurethane and its application in the negative-type photoresist. J Wuhan Univ Technol (Mater Sci Ed) 29(1):208–212CrossRef Liu JC, Jia XL, Liu R et al (2014) Synthesis of UV-curable hyperbranched polyurethane and its application in the negative-type photoresist. J Wuhan Univ Technol (Mater Sci Ed) 29(1):208–212CrossRef
23.
Zurück zum Zitat Ma R, Ma RM, Feng LL et al (2009) The synthesis of P(MAn-co-St)-b-PS-b-P(MAn-co-St) block copolymers by RAFT polymerization and the nanostructure of their self-assembly aggregates. Colloids Surf A Physicochem Eng Aspects 346:184–194CrossRef Ma R, Ma RM, Feng LL et al (2009) The synthesis of P(MAn-co-St)-b-PS-b-P(MAn-co-St) block copolymers by RAFT polymerization and the nanostructure of their self-assembly aggregates. Colloids Surf A Physicochem Eng Aspects 346:184–194CrossRef
24.
Zurück zum Zitat Carola EC, Giulio M et al (2009) Mariaenrica Frigione UV-curable epoxy systems containing hyperbranched polymers: kinetics investigation by photo-DSC and real-time FT-IR experiments. Polym Test 28:157–164CrossRef Carola EC, Giulio M et al (2009) Mariaenrica Frigione UV-curable epoxy systems containing hyperbranched polymers: kinetics investigation by photo-DSC and real-time FT-IR experiments. Polym Test 28:157–164CrossRef
25.
Zurück zum Zitat Yuan Y, Chen N, Liu R et al (2014) A novel acrylic prepolymer/methacrylate modified nano-SiO2 composite used for negative photoresist. Mater Res Bull 50:392–398CrossRef Yuan Y, Chen N, Liu R et al (2014) A novel acrylic prepolymer/methacrylate modified nano-SiO2 composite used for negative photoresist. Mater Res Bull 50:392–398CrossRef
Metadaten
Titel
Synthesis of novel branched UV-curable methacrylate copolymer and its application in negative photoresist
Publikationsdatum
01.03.2015
Erschienen in
Polymer Bulletin / Ausgabe 3/2015
Print ISSN: 0170-0839
Elektronische ISSN: 1436-2449
DOI
https://doi.org/10.1007/s00289-014-1289-9

Weitere Artikel der Ausgabe 3/2015

Polymer Bulletin 3/2015 Zur Ausgabe

    Marktübersichten

    Die im Laufe eines Jahres in der „adhäsion“ veröffentlichten Marktübersichten helfen Anwendern verschiedenster Branchen, sich einen gezielten Überblick über Lieferantenangebote zu verschaffen.