2,4,8,10-TETRASUBSTITUTED DIBENZO[d,f][1,3,2]DIOXAPHOSPHEPINS

Pastor, Stephen D.; Spivack, John D.; Steinhuebel, L. P.; MATZURA, C.

doi:10.1080/03086648308073301

Cited by 33 publications

(29 citation statements)

References 7 publications

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“…The heterocyclic P-ligands including five-and six-membered P-cycles form a special class [1]. The dibenzo-1,2-oxaphosphorines with phosphorous function represent a group that attracted much attention [2][3][4]. The P-aryl derivatives were not, however, studied in detail, mainly their oxides were described [5].…”

Section: Introductionmentioning

confidence: 99%

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2‐Aryl‐dibenzo‐1,2‐oxaphosphorine as a ligand in borane and in Pt(II) complexes

Keglevich

Szelke

Kerényi

et al. 2004

Heteroatom Chemistry

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Section: Introductionmentioning

confidence: 99%

“…The chloro derivative (1) available via the cyclization of ortho-hydroxybiphenyl by phosphorus trichloride [2] was first reacted with phenylmagnesium bromide in tetrahydrofuran at 0 → 26…”

Section: Introductionmentioning

confidence: 99%

2‐Aryl‐dibenzo‐1,2‐oxaphosphorine as a ligand in borane and in Pt(II) complexes

Keglevich

Szelke

Kerényi

et al. 2004

Heteroatom Chemistry

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“…(Ismail, 1975). Recently, substituted dibenzo[dd r][ 1,3,2]dioxaphosphepins have been claimed to be stabilizers to prevent polymer degradation (Pastor, Spivack, Steinhuebel & Matzura, 1983). Crystal structure analysis of the title compound was undertaken to study the conformation of the seven-membered heterocyclic ring.…”

Section: Introductionmentioning

confidence: 99%

6-(4-Chlorophenoxy)dibenzo[d,f][1,3,2]dioxaphosphepin 6-sulfide

Sivakumar¹,

Subramanian²,

Natarajan³

et al. 1989

Acta Crystallogr C

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Abstract. ClsH12C103PS , M r= 374.76, triclinic, P1, a=7.180(2), b=9.647(2), c=13.296(3) A, ~= 98.11(2), fl=92.98(2), 7=110.73(2) ° , V= 847.5 (4) A 3, z= 2, Din= 1.47 (1), Dx= 1.468 gcm -3, ~.(Cu Kct) = 1.5418 A, g = 41.85 cm -l, F(000) = 384, T= 298 K, final R = 0.051 for 2802 observed reflections. The seven-membered heterocyclic ring is in a twist-boat conformation and exhibits valence-angle strain owing to the dibenzo fusion. The P=S bond length is 1.894 (2) A.

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“…The precursor CDOP (6-chloro-6H-dibenz[c,e][1,2]oxaphosphorin) was synthesized following a method proposed by Stephen et al [15]. The 2-phenylphenol and phosphorus trichloride were slowly heated and anhydrous zinc chloride was added (Scheme 2).…”

Section: Synthesis Of Hpb and Htpbmentioning

confidence: 99%

Synthesis of high performance phosphorine antioxidants and their application to mCOC

Rwei

Liu

2008

Fibers Polym

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Cyclic olefin copolymers, mCOC, produced using a metallocene catalyst, have been developed since 1990. Besides their high cost and difficulty of processing, oxidation and degradation are one of the critical problems in commercializing high-T g mCOC products. In this work, a series of mCOCs whose T g values were 132 o C, 194 o C and 260 o C were synthesized successfully. Additionally, high-performance phosphorine antioxidants, 1,4-di[6-oxo-dibenz[c,e][1,2] oxaphosphorine]benzene (HPB) and 2,5-di-tert-butyl-1,4-di[6-oxo-dibenz[c,e][1,2] oxaphosphorine]benzene(HTPB) were synthesized. The oxidation induction time (OIT), the carbonyl index (CI) and the yellowness index (YI) were determined by DSC, FTIR and spectrophotometry, respectively. The results indicate that blending phosphorine antioxidants with hindered phenolic antioxidant, increases the OIT from 31.8 to 44.1 mins and causes the synergy to exceed 180 %. The CI variation showed that the embrittlement time could be increased from 100 hrs to over 450 hrs by thermal aging at 140 o C. Finally, the YI dropped from 29.3 to 9.2. Briefly, HTPB and HPB, successfully synthesized herein, exhibit a synergy with hindered phenolic agents in antioxidant performance for mCOC polymer.

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2,4,8,10-TETRASUBSTITUTED DIBENZO[d,f][1,3,2]DIOXAPHOSPHEPINS

Cited by 33 publications

References 7 publications

2‐Aryl‐dibenzo‐1,2‐oxaphosphorine as a ligand in borane and in Pt(II) complexes

2‐Aryl‐dibenzo‐1,2‐oxaphosphorine as a ligand in borane and in Pt(II) complexes

6-(4-Chlorophenoxy)dibenzo[d,f][1,3,2]dioxaphosphepin 6-sulfide

Synthesis of high performance phosphorine antioxidants and their application to mCOC

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