PMID- 24830866
OWN - NLM
STAT- MEDLINE
DCOM- 20150512
LR  - 20140616
IS  - 1520-5010 (Electronic)
IS  - 0893-228X (Linking)
VI  - 27
IP  - 6
DP  - 2014 Jun 16
TI  - Epoxy resin monomers with reduced skin sensitizing potency.
PG  - 1002-10
LID - 10.1021/tx5000624 [doi]
AB  - Epoxy resin monomers (ERMs), especially diglycidyl ethers of bisphenol A and F 
      (DGEBA and DGEBF), are extensively used as building blocks for thermosetting 
      polymers. However, they are known to commonly cause skin allergy. This research 
      describes a number of alternative ERMs, designed with the aim of reducing the 
      skin sensitizing potency while maintaining the ability to form thermosetting 
      polymers. The compounds were designed, synthesized, and assessed for sensitizing 
      potency using the in vivo murine local lymph node assay (LLNA). All six epoxy 
      resin monomers had decreased sensitizing potencies compared to those of DGEBA and 
      DGEBF. With respect to the LLNA EC3 value, the best of the alternative monomers 
      had a value approximately 2.5 times higher than those of DGEBA and DGEBF. The 
      diepoxides were reacted with triethylenetetramine, and the polymers formed were 
      tested for technical applicability using thermogravimetric analysis and 
      differential scanning calorimetry. Four out of the six alternative ERMs gave 
      polymers with a thermal stability comparable to that obtained with DGEBA and 
      DGEBF. The use of improved epoxy resin monomers with less skin sensitizing 
      effects is a direct way to tackle the problem of contact allergy to epoxy resin 
      systems, particularly in occupational settings, resulting in a reduction in the 
      incidence of allergic contact dermatitis.
FAU - O'Boyle, Niamh M
AU  - O'Boyle NM
AD  - Department of Chemistry and Molecular Biology, Dermatochemistry and Skin Allergy, 
      University of Gothenburg , SE-412 96 Gothenburg, Sweden.
FAU - Niklasson, Ida B
AU  - Niklasson IB
FAU - Tehrani-Bagha, Ali R
AU  - Tehrani-Bagha AR
FAU - Delaine, Tamara
AU  - Delaine T
FAU - Holmberg, Krister
AU  - Holmberg K
FAU - Luthman, Kristina
AU  - Luthman K
FAU - Karlberg, Ann-Therese
AU  - Karlberg AT
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20140602
PL  - United States
TA  - Chem Res Toxicol
JT  - Chemical research in toxicology
JID - 8807448
RN  - 0 (Epoxy Resins)
SB  - IM
MH  - Animals
MH  - Calorimetry
MH  - Epoxy Resins/chemical synthesis/chemistry/*pharmacology/toxicity
MH  - Female
MH  - Local Lymph Node Assay
MH  - Lymph Nodes/*drug effects
MH  - Mice
MH  - Mice, Inbred CBA
MH  - Molecular Structure
MH  - Skin Tests
MH  - Thermogravimetry
MH  - Toxicity Tests
EDAT- 2014/05/17 06:00
MHDA- 2015/05/13 06:00
CRDT- 2014/05/17 06:00
PHST- 2014/05/17 06:00 [entrez]
PHST- 2014/05/17 06:00 [pubmed]
PHST- 2015/05/13 06:00 [medline]
AID - 10.1021/tx5000624 [doi]
PST - ppublish
SO  - Chem Res Toxicol. 2014 Jun 16;27(6):1002-10. doi: 10.1021/tx5000624. Epub 2014 
      Jun 2.