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1.
A new fluorinated diamine monomer containing naphthalene pendant group, bis(4-amino-3,5-difluorophenyl)naphthylmethane (monomer 1), was synthesized from 1-naphthaldehyde and 2,6-difluoroaniline with trifluoromethanesulfonic acid at reflux. The novel poly(fluorinated imide)s (PFIs) were prepared via one-step polycondensation by monomer 1 and three aromatic dianhydrides including 4,4′-oxydiphthalic dianhydride, 3,3′,4,4′-benzophenonetetracarboxylic dianhydride, and 3,3′,4,4′-biphenyltetracarboxylic dianhydride in m-cresol, respectively. The obtained PFIs could be dissolved in a variety of organic solvents such as N-methyl-2-pyrrolidinone, N,N-dimetahylacetamide (DMAC), N,N-dimethylformamide, chloroform, and tetrahydrofuran at room temperature. The highest solubility of PFIs could even reach to 250 mg/mL in chloroform. The PFIs could be easily processed into flexible and tough films by casting onto glass from DMAC solution. The PFI films had a tensile strength, elongation at break, and tensile modulus in the range of 84–102 MPa, 8.7–12.8%, and 2.2–2.8 GPa, respectively. These polymers also showed excellent thermal stability with glass transition temperatures in the range of 326–352 °C, 10% weight loss temperatures in the range of 538–574 °C, and the weight residue more than 57% at 800 °C in nitrogen. Moreover, as for the optical properties, these PFIs exhibited a strong optical absorption in the ultraviolet region (290–370 nm) and photoluminescence in dilute chloroform solution or solid state. 相似文献
2.
Sean M. Mackinnon Zhi Yuan Wang 《Journal of polymer science. Part A, Polymer chemistry》2000,38(19):3467-3475
The synthesis and polymerization of two new electroactive bisphenols derived from 3,4,9,10‐perylenetetracarboxylic dianhydride and 1,4,5,8‐naphthalenetetracarboxylic dianhydride with 2‐(4‐aminophenyl)‐2‐(4‐hydroxyphenyl)propane, respectively, are described. Copolymerization using the two new bisphenols and 4,4′‐isopropylidenediphenol with bis(4‐fluorophenyl)sulfone and 4,4′‐difluorobenzophenone, afforded a series of soluble electrochromic poly(aryl ether imide)s with glass‐transition temperatures ranging from 160 to 315 °C. © 2000 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 38: 3467–3475, 2000 相似文献
3.
A series of new poly(aryl ether)s containing the pyrimidine moiety were prepared by a nucleophilic aromatic substitution polymerization reaction in an aprotic solvent (DMAc) in the presence of excess potassium carbonate. These polymers are high molecular weight, amorphous, and soluble in common solvents at room temperature. The polymers are easily cast from solution into flexible, colorless, and transparent films. They showed high glass transition temperatures ranging from 198 to 304°C by DSC analysis. The 5% weight losses by thermogravimetric analysis ranged from 478 to 580°C, indicating that these polymers are very thermostable in nitrogen and air. © 1998 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 36: 1107–1110, 1998 相似文献
4.
Two poly(aryl ether)s containing naphthyl moieties were prepared from bis(3,5-dimethyl-4-hydroxyphenyl)naphthyl methane (monomer 1) via nucleophilic aromatic substitution polycondensation with bis(4-fluorophenyl) ketone and bis(4-fluorophenyl) sulfone.The structures of these polymers were confirmed by ~1H NMR.The M_n values of the two polymers were 96,200 and 88,600, respectively.The polymers exhibited good thermal stabilities with 5%mass loss at T>400℃and high glass-transition temperature(T_g) of T>250℃... 相似文献
5.
Kwok P. Chan Haixin Yang Allan S. Hay 《Journal of polymer science. Part A, Polymer chemistry》1996,34(10):1923-1931
Poly(aryl ether phthalazine)s were found to undergo an exothermic reaction at a temperature range of 360–440°C. We elucidated the origin of the exothermic reaction and the physiochemical phenomena associated with it, based on thermal analyses, model compound studies, and 13C solid-state NMR studies. At elevated temperatures, polymers containing a diphenylphthalazine moiety 4 underwent extensive thermal crosslinking reactions as a result of a nitrogen elimination reaction of the phthalazine moiety. However, polymers containing the tetraphenyl or hexaphenyl phthalazine moiety 5 and 6 were found to undergo principally a backbone rearrangement reaction, in which the phthalazine moiety rearranged to a quinazoline. Utilizing this efficient thermal rearrangement of polyphenylated phthalazines, we have prepared a novel activated difluoride, 2,4-bis(4-fluorophenyl)-,5,6,7,8-tetraphenylquinazoline 9d, which underwent high-temperature solution polycondensation with BPA to give the quinazoline containing poly(aryl ether) 14. Polymer 14 is amorphous, has a glass transition temperature of 264°C, and has high thermooxidative stability with 5% weight loss being recorded at 514°C in nitrogen. © 1996 John Wiley & Sons, Inc. 相似文献
6.
以无水AlCl3/ClCH2CH2Cl/NMP为催化剂/溶剂体系,由4,4'-二(α-萘氧基)二苯酮(DNBP),4、4'-二苯氧基二苯酮(DPOBP)和对苯二甲酰氯(TPC)通过低温溶液共缩聚反应,合成了一系列聚醚酮醚酮酮(PEKEKK)/含萘环聚醚酮醚酮酮无规共聚物。考察了单体浓度,反应时间对聚合物分子量的影响,并对其进行了IR、DSC、TG、XRD等表征。 相似文献
7.
Mitsuru Ueda Hidetsugu Toyota Takao Ouchi Jun-Ichi Sugiyama Koichiro Yonetake Toru Masuko Takero Teramoto 《Journal of polymer science. Part A, Polymer chemistry》1993,31(4):853-858
Poly(ether sulfone)s containing pendant sodium sulfonate groups were prepared by the aromatic nucleophilic substitution reaction of 4,4′-dichlorodiphenylsulfone ( 1 ) and sodium 5,5′-sulfonylbis (2-chlorobenzenesulfonate) ( 2 ) with bisphenols ( 3 ) in the presence of potassium carbonate in N,N-dimethylacetamide. A new monomer 2 containing the sodium sulfonate groups was synthesized by the sulfonation of 1 with fuming sulfuric acid. The polycondensation proceeded smoothly at 170°C and produced the desired poly(ether sulfone)s containing the sodium sulfonate with inherent viscosities up to 1.2 dL/g. The polymers were quite soluble in strong acid, dipolar aprotic solvents, m-cresol, and dichloromethane. The thermogravimetry of the polymers showed excellent thermal stability, indicating that 10% weight losses of the polymers were observed in the range above 460°C in nitrogen atmosphere. Both the glass transition temperatures and hydrophilicity of the polymers increased with increasing their concentrations of sodium sulfonate groups. © 1993 John Wiley & Sons, Inc. 相似文献
8.
Synthesis and characterization of new soluble poly(aryl ether nitrile)s containing phthalazinone moiety 总被引:1,自引:0,他引:1
Ming Jing Wang Cheng Liu Li Ming Dong Xi Gao Jian 《中国化学快报》2007,18(5):595-597
A series of novel poly(aryl ether nitrile)s containing phthalazinone moiety were synthesized by the nucleophilic displacement reaction of bisphenol-like monomers (I) with 2,6-difluorobenzonitrile. The inherent viscosities ranged from 0.46 to 1.07 dL g^-1. The glass transition temperatures were in the range of 277-295℃, and the temperatures for 10% weight loss in nitrogen atmosphere were found between 495 and 527 ℃. The structures of these resultant polymers were confirmed by FT-IR and 1^H NMR. Moreover, the properties of poly(aryl ether nitrile)s including solubility and crystallinity were also studied. 相似文献
9.
Frank W. Mercer Matilda M. Fone Martin T. McKenzie 《Journal of polymer science. Part A, Polymer chemistry》1997,35(3):521-526
The new monomer 2,2-bis[4-(4-{4-fluorobenzoyl}-1-naphthoxy)phenyl]hexafluoropropane ( 2 ) was synthesized in a two-step reaction sequence. 2,2-his[4-(1-naphthoxy)phenyl]-hexafluoropropane ( 1 ) was prepared using the Ullmann ether synthesis reaction of 4,4-(hex-afluoroisopropylidiene)diphenol with 1-bromonaphthalene. Friedel-Crafts acylation of 1 with 4-fluorobenzoyl chloride in methylene chloride containing dimethylsulfone selectively afforded 2 in 82% yield. The polycondensation of 2 with various bisphenols in DMAc in the presence of an excess of potassium carbonate as a condensation reagent was carried out at 165°C to quantitatively afford the corresponding fluorinated poly(aryl ether ketone)s containing 1,4-naphthalene moieties. Thermal analysis of the polymers showed them to have Tgs ranging from 194 to 230°C and to be thermally stable in air up with initial weight losses at about 500°C. In addition, these novel polymers exhibited excellent solubility in organic solvents including NMP, DMAc, and chloroform. © 1997 John Wiley & Sons, Inc. 相似文献
10.
Li Hong Xiao Cheng Liu Xi Gao Jian 《中国化学快报》2008,19(2):227-229
A novel series of poly(aryl ether sulfone ketone)s (PPESKs) containing phthalazinone and biphenyl moieties were prepared by two-step nucleophilic polycondensation reaction. The ^-Mw values of these copolymers were between 38,330 and 67,900. The glass transition temperatures (Tg) and 5% decomposition temperatures were ranged in 253-269 ℃ and 488-500 ℃, respectively, The structures of these copolymers were confirmed by FT-IR and ^1H NMR. Moreover, all the resultant copolymers were amorphous determined by wide angle X-ray diffraction (WAXD). 相似文献
11.
Greggory S. Bennett Richard J. Farris 《Journal of polymer science. Part A, Polymer chemistry》1994,32(1):73-87
It is shown that amine-terminated poly(aryl ether ketone)s based on the reaction of 4,4'-difluorobenzophenone, and a substituted hydroquinone [either methylhydroquinone (MePK), t-butylhydroquinone (tBPK), or phenylhydroquinone (PhPK)] of controlled molecular weight and high amine-termination efficiency can be synthesized by a two-step reaction technique. Attempts to synthesize analogous materials by a one-step method were shown to be unsuccessful. The side groups are shown to have a large influence on the aromatic proton chemical shifts and this effect is characterized. The side groups and molecular weight are also shown to influence the thermal transitions of the respective polymers. The tBPK polymer possessed the highest glass transition temperature, while the MePK polymer was found to be the only semi-crystalline polymer; a unit cell is proposed. The side groups and molecular weight effects are also characterized as a function of thermal stability and mechanical properties. © 1994 John Wiley & Sons, Inc. 相似文献
12.
Fang‐Iy Wu Ching‐Fong Shu 《Journal of polymer science. Part A, Polymer chemistry》2001,39(22):3851-3860
A new AB2 monomer was synthesized for use in the preparation of a hyperbranched poly(aryl ether oxadiazole) with terminal phenol functionality. The AB2 monomer contains two phenolic groups and a single aryl fluoride group that is activated toward nucleophilic displacement by the attached oxadiazole ring. The nucleophilic substitution of the fluoride with the phenolate groups led to the formation of an ether linkage. Subsequently, a hyperbranched poly(aryl ether oxadiazole) having approximately a 44% degree of branching, as determined by a combination of model compound studies and 1H NMR, was obtained. The terminal phenolic groups underwent facile functionalization, furnishing hyperbranched polymers with a variety of functional chain ends. The nature of the chain‐end groups had a significant influence on the physical properties of the polymers, such as the glass‐transition temperature and their solubility. © 2001 John Wiley & Sons, Inc. J Polym Sci Part A: Polym Chem 39: 3851–3860, 2001 相似文献
13.
Chunping Gao Allan S. Hay 《Journal of polymer science. Part A, Polymer chemistry》1995,33(14):2347-2352
Poly (aryl ether)s containing the diphenylethylene moiety, synthesized from 1,1-bis(4-fluo-rophenyl)ethylene or 1,1-bis(4-hydroxyphenyl)ethylene, are thermally crosslinkable. Char-acterization and crosslinking studies of these polymers were carried out by GPC, DSC, TGA, and NMR. The solvent resistance and Tg's of the resulting crosslinked networks increase after crosslinking. Thermogravimetric analysis shows that no significant mass loss accompanies the crosslinking reaction. © 1995 John Wiley & Sons, Inc. 相似文献
14.
Poly(aryl ether)s containing diphenylacetylene moieties in the backbone have been synthesized. When the polymers are heated an exothermic reaction, resulting from reaction of the acetylene units, occurs in the range 380- 434°C and the polymers undergo a cross-linking reaction. Polymers cross-linked at 340°C exhibit Tg increases from 2°C to complete disappearance of the Tg depending on the concentration of the diphenylacetylene group which has been incorporated into the polymer. In most cases films of the cross-linked polymers are still flexible and exhibit Young's moduli in the range 1.2-2.1 GPa at 200°C. The solubility or the amount of swelling of these cross-linked polymers in solvents depends on the mol % of diphenylacetylene groups incorporated in the polymer backbone. Copolymers have also been synthesized. 相似文献
15.
16.
Two novel heterocyclic diamine monomers: 1,2-dihydro-2-(4-aminophenyl)-4-[ 4-( 4-aminophenoxy) phenyl ]-(2H )-phtha-lazin-1-one and 1, 2-dihydro-2-( 4-aminophenyl )-4-[ 4-( 4-aminophenoxy) -3, 5-dimethylphenyl ] - (2H) -phthalazin-1-one were successfully synthesized using readily available heterocyclic bisphenol-like monomers through two steps in high yield. A series of novel poly( aryl ether amide)s containing the phthalazinone moiety with inherent viscosities of 1.16-1.67 dL/g were prepared by the direct polymerization of the novel diamines and aromatic dicarboxylic acids using triphenyl phosphite and pyridine as condensing agents. The polymers were readily soluble in a variety of solvents such as N, N-dimethyl-formamide (DMF), N,N-dimethylacetamide (DMAc), dimethylsulfoxide ( DMSO ), N-methyl-2-pyrrolidinone (NMP), and pyridine. The polymers had high glass transition temperatures (Tg) in the 291-329℃ range. 相似文献
17.
Novel blue light-emitting poly(aryl ether)s comprising of bipolar oligofluorene pendants as chromophores have been designed and synthesized,in which pyrimidine and arylamine moieties are utilized as the electron acceptor and electron donor,respectively.Through varying π bridge length from monofluorene to bifluorene and end-cappers from hydrogen to carbazole and diphenylamine,the emission color of the resulting polymers covers from deep blue to greenish blue,and their HOMO and LUMO levels can be modulated to facilitate charge injection to improve the device performance.Polymer lightemitting diodes(PLEDs) are fabricated with the device structure of ITO/poly(3,4-ethylenedioxythiophene):poly(styrene sulfonic acid)(PEDOT:PSS)(50 nm)/polymer(80 nm)/Ca(10 nm)/Al(200 nm).Among these polymers,P2Cz5F-Py with bifluorene bridge and carbazole end-capper shows excellent trade-off between the efficiency and emission wavelength,having a peak luminous efficiency as high as 1.26 cd/A and Commission Internationale de L’Eclairage(CIE) coordinates of(0.17,0.17). 相似文献
18.
Edmund Elce Allan S. Hay 《Journal of polymer science. Part A, Polymer chemistry》1996,34(10):1897-1905
Two series of novel amorphous poly(aryl ether phthalazine)s have been prepared via an intramolecular ring closure reaction of poly(aryl ether ketone)s (PAEKs) with hydrazine monohydrate. Fluorinated PAEKs, which display solubility in solvents incorporating a ketone functionality such as acetone or ethyl acetate, were converted to poly(aryl ether phthalazine)s to observe if these polymers would display similar solubility characteristics. The poly(aryl ether phthalazine)s have glass transition temperatures in the range of 278–320°C and show 5% weight loss points greater than 500°C in air and nitrogen atmospheres. The fluorinated poly(aryl ether phthalazine)s were not soluble in ketonic solvents. A series of poly(aryl ether phthalazine)s incorporating pendant 2-naphthalenyl moieties has been prepared in an attempt to produce amorphous, thermally stable polymers with high glass transition temperatures. The polymers have glass transition temperatures in the range of 287–334°C and show 5% weight loss points greater than 500°C in air and nitrogen atmospheres. Poly(aryl ether phthalazine)s undergo an exothermic reaction above the glass transition temperature. The major product of this reaction is a rearrangement of the phthalazine moieties to quiazoline moieties, however some crosslinking of the polymers occurs. Cured samples of the poly(aryl ether phthalazine)s show a small increase in the polymer Tg and are insoluble in all solvents tested. © 1996 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 34:1897–1905, 1996 相似文献
19.
Shiao‐Wen Hwang Shinn‐Horng Chen Yun Chen 《Journal of polymer science. Part A, Polymer chemistry》2002,40(14):2215-2224
Four novel poly(aryl ether)s ( P1 – P4 ) consisting of alternate isolated electron‐transporting (3,3″′‐bis‐trifluoromethyl‐p‐quaterphenyl for P1 , P3 or 3,3″′‐dicyano‐p‐quaterphenyl for P2 , P4 ) and hole‐transporting fluorophores [N‐(2‐ethylhexyl)‐3,6‐bis(styryl)carbazole for P1 , P2 or 9,9‐dihexyl‐2,7‐bis(styryl)fluorene for P3 , P4 ] were synthesized and characterized. These poly(aryl ether)s can be dissolved in organic solvents and exhibited good thermal stability with 5% weight‐loss temperature above 500 °C in nitrogen atmosphere. The photoluminescent (PL) spectra of the films of these polymers showed maximum peaks at around 442–452 nm. The PL spectral results revealed that the emission of polymers was dominated by the fluorophores with longer emissive wavelength via the energy transfer from p‐quaterphenyl to 3,6‐bis(styryl)carbazole or 2,7‐bis(styryl)fluorene segments. Therefore, the p‐quaterphenyl segments function only as the electron‐transporting/hole‐blocking units in these polymers, and the other segments are the emissive centers and hole‐transporting units. The highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital energy levels of these polymers were measured by cyclic voltammetry. The electron‐donating nitrogen atom on carbazole resulted in the higher HOMO energy levels of P1 and P2 than those of P3 and P4 . The single‐layer light‐emitting diodes (LED) of Al/poly(aryl ether)s ( P1 – P4 )/ITO glass were fabricated. P1 , P2 , and P4 revealed blue electroluminescence, but P3 emitted yellow light as a result of the excimer emission. © 2002 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 40: 2215–2224, 2002 相似文献
20.
Edmund Elce Allan S. Hay 《Journal of polymer science. Part A, Polymer chemistry》1995,33(7):1143-1151
Two novel fluorinated monomers were prepared and polymerized with biphenols to produce amorphous, thermally stable poly(aryl ether ketone)s. The properties of the fluorinated polymers are compared to those of unfluorinated, amorphous poly(aryl ether ketone)s. The presence of fluorine in the polymers was found to cause a decrease in glass transition temperature and Young's moduli, however, no increase in thermal stability was observed. The fluorinated polymers are soluble in common organic solvents such as chloroform and methylene chloride at room temperature, and also show solubility in solvents containing a ketonic moiety, such as acetone. Evidence of polymer branching through fluorines considered to be unreactive under the polymerization conditions was found. Efforts were made to evaluate the reactivity of fluorine atoms under the polymerization conditions using both molecular modeling and 19F-NMR to ascertain if such branching could be avoided. © 1995 John Wiley & Sons, Inc. 相似文献