CA1054971A - Reactions aidees par des catalyseurs de photosensibilisation lies a des chaines polymeriques - Google Patents

Reactions aidees par des catalyseurs de photosensibilisation lies a des chaines polymeriques

Info

Publication number: CA1054971A
Authority: CA; Canada
Prior art keywords: polymer; reaction; bound; polymeric material; oxygen
Prior art date: 1974-06-12
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

CA306,979A

Other languages

English (en)

Inventor

Douglas C. Neckers

Erich C. Blossey

A. Paul Schaap

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Research Corp

Original Assignee

Research Corp

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1974-06-12

Filing date

1978-07-07

Publication date

1979-05-22

1975-01-30 Priority claimed from CA219,037A external-priority patent/CA1044639A/fr

1978-07-07 Application filed by Research Corp filed Critical Research Corp

1979-05-22 Application granted granted Critical

1979-05-22 Publication of CA1054971A publication Critical patent/CA1054971A/fr

Status Expired legal-status Critical Current

Links

239000003504 photosensitizing agent Substances 0.000 title claims abstract description 86
229920000642 polymer Polymers 0.000 title claims abstract description 62
230000002165 photosensitisation Effects 0.000 title claims abstract description 58
239000003054 catalyst Substances 0.000 title claims abstract description 55
238000005950 photosensitized reaction Methods 0.000 title description 2
238000006243 chemical reaction Methods 0.000 claims abstract description 53
MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims abstract description 44
238000007539 photo-oxidation reaction Methods 0.000 claims abstract description 30
239000000463 material Substances 0.000 claims abstract description 28
230000000269 nucleophilic effect Effects 0.000 claims abstract description 27
238000000034 method Methods 0.000 claims abstract description 26
238000006073 displacement reaction Methods 0.000 claims abstract description 24
229910052760 oxygen Inorganic materials 0.000 claims abstract description 18
239000001301 oxygen Substances 0.000 claims abstract description 18
239000012429 reaction media Substances 0.000 claims abstract description 16
239000007795 chemical reaction product Substances 0.000 claims abstract description 14
150000002894 organic compounds Chemical class 0.000 claims abstract description 14
229910001882 dioxygen Inorganic materials 0.000 claims abstract description 11
239000012434 nucleophilic reagent Substances 0.000 claims abstract description 8
239000012442 inert solvent Substances 0.000 claims abstract description 4
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract 4
150000001875 compounds Chemical class 0.000 claims description 18
ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims description 16
IICCLYANAQEHCI-UHFFFAOYSA-N 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodospiro[2-benzofuran-3,9'-xanthene]-1-one Chemical compound O1C(=O)C(C(=C(Cl)C(Cl)=C2Cl)Cl)=C2C21C1=CC(I)=C(O)C(I)=C1OC1=C(I)C(O)=C(I)C=C21 IICCLYANAQEHCI-UHFFFAOYSA-N 0.000 claims description 13
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STRXNPAVPKGJQR-UHFFFAOYSA-N rose bengal A Natural products O1C(=O)C(C(=CC=C2Cl)Cl)=C2C21C1=CC(I)=C(O)C(I)=C1OC1=C(I)C(O)=C(I)C=C21 STRXNPAVPKGJQR-UHFFFAOYSA-N 0.000 claims description 13
-1 hemtoporphyrin Chemical compound 0.000 claims description 12
YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 claims description 10
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239000012038 nucleophile Substances 0.000 claims description 10
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 9
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BTIJJDXEELBZFS-QDUVMHSLSA-K hemin Chemical compound CC1=C(CCC(O)=O)C(C=C2C(CCC(O)=O)=C(C)\C(N2[Fe](Cl)N23)=C\4)=N\C1=C/C2=C(C)C(C=C)=C3\C=C/1C(C)=C(C=C)C/4=N\1 BTIJJDXEELBZFS-QDUVMHSLSA-K 0.000 claims description 3
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ATNHDLDRLWWWCB-AENOIHSZSA-M chlorophyll a Chemical compound C1([C@@H](C(=O)OC)C(=O)C2=C3C)=C2N2C3=CC(C(CC)=C3C)=[N+]4C3=CC3=C(C=C)C(C)=C5N3[Mg-2]42[N+]2=C1[C@@H](CCC(=O)OC\C=C(/C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)[C@H](C)C2=C5 ATNHDLDRLWWWCB-AENOIHSZSA-M 0.000 claims description 2
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YYGBVRCTHASBKD-UHFFFAOYSA-M methylene green Chemical compound [Cl-].C1=CC(N(C)C)=C([N+]([O-])=O)C2=[S+]C3=CC(N(C)C)=CC=C3N=C21 YYGBVRCTHASBKD-UHFFFAOYSA-M 0.000 claims description 2
239000005033 polyvinylidene chloride Substances 0.000 claims description 2
PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 claims description 2
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ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 claims description 2
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WTOSNONTQZJEBC-UHFFFAOYSA-N erythrosin Chemical compound OC(=O)C1=CC=CC=C1C(C1C(C(=C(O)C(I)=C1)I)O1)=C2C1=C(I)C(=O)C(I)=C2 WTOSNONTQZJEBC-UHFFFAOYSA-N 0.000 claims 1
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206010034972 Photosensitivity reaction Diseases 0.000 description 13
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FGTYTUFKXYPTML-UHFFFAOYSA-N 2-benzoylbenzoic acid Chemical compound OC(=O)C1=CC=CC=C1C(=O)C1=CC=CC=C1 FGTYTUFKXYPTML-UHFFFAOYSA-N 0.000 description 7
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Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Physical Or Chemical Processes And Apparatus (AREA)

CA306,979A 1974-06-12 1978-07-07 Reactions aidees par des catalyseurs de photosensibilisation lies a des chaines polymeriques Expired CA1054971A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US47869474A	1974-06-12	1974-06-12
CA219,037A CA1044639A (fr)	1974-06-12	1975-01-30	Reactions et catalyseurs photosensibilisants, lies a des polymeres

Publications (1)

Publication Number	Publication Date
CA1054971A true CA1054971A (fr)	1979-05-22

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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4915804A (en) *	1988-12-20	1990-04-10	Allied-Signal Inc.	Titanate bound photosensitizer for producing singlet oxygen
US4921589A (en) *	1988-12-20	1990-05-01	Allied-Signal Inc.	Polysiloxane bound photosensitizer for producing singlet oxygen
US4983670A (en) *	1988-12-20	1991-01-08	Allied-Signal Inc.	Cellulose acetate bound photosensitizer for producing singlet oxygen
US4986921A (en) *	1988-12-20	1991-01-22	Allied-Signal Inc.	Cellulose acetate bound photosensitizer for producing singlet oxygen
CN112154194A (zh) *	2019-04-04	2020-12-29	复旦大学	长余辉发光材料
CN116615520A (zh) *	2020-11-17	2023-08-18	巴斯夫欧洲公司	制备聚异丁烯衍生物的方法

1978
- 1978-07-07 CA CA306,979A patent/CA1054971A/fr not_active Expired

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4915804A (en) *	1988-12-20	1990-04-10	Allied-Signal Inc.	Titanate bound photosensitizer for producing singlet oxygen
US4921589A (en) *	1988-12-20	1990-05-01	Allied-Signal Inc.	Polysiloxane bound photosensitizer for producing singlet oxygen
US4983670A (en) *	1988-12-20	1991-01-08	Allied-Signal Inc.	Cellulose acetate bound photosensitizer for producing singlet oxygen
US4986921A (en) *	1988-12-20	1991-01-22	Allied-Signal Inc.	Cellulose acetate bound photosensitizer for producing singlet oxygen
CN112154194A (zh) *	2019-04-04	2020-12-29	复旦大学	长余辉发光材料
CN112154194B (zh) *	2019-04-04	2023-11-21	复旦大学	长余辉发光材料
US12428598B2 (en)	2019-04-04	2025-09-30	Fudan University	Long-afterglow luminescent material
CN116615520A (zh) *	2020-11-17	2023-08-18	巴斯夫欧洲公司	制备聚异丁烯衍生物的方法

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Schaap et al.	1975	Polymer-based sensitizers for photooxidations. II
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Krafft et al.	1988	Photoactivable fluorophores. 3. Synthesis and photoactivation of fluorogenic difunctionalized fluoresceins
Blossey et al.	1973	Polymer-based sensitizers for photooxidations
US5514728A (en)	1996-05-07	Catalysts and initiators for polymerization
Studer et al.	1989	Time-resolved study of the photooxygenation of 3-hydroxyflavone
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Galathri et al.	2024	Organocatalytic Friedel–Crafts arylation of aldehydes with indoles utilizing N-heterocyclic iod (az) olium salts as halogen-bonding catalysts
CA1054971A (fr)	1979-05-22	Reactions aidees par des catalyseurs de photosensibilisation lies a des chaines polymeriques
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Murakami et al.	1985	Hydrophobic vitamin B12. IV. Addition reactions of alcohols to olefins as catalyzed by hydrophobic vitamin B12 derivatives.
Otsuji et al.	1970	Photochemistry of heterocyclic compounds—II: The photochemical decomposition of water catalyzed by alloxan monohydrate and its derivatives
McCullough et al.	1975	Kinetics of photochemical addition of 3-phenyl-2-cyclohexenone to tetramethylethylene
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Obertík et al.	2025	Chemoselective Anaerobic Dehydrogenation of Alcohols by Using Visible Light and a Positively Charged Deazaflavin Catalyst Regenerated by Acetonitrile Solvent
Haynes et al.	1980	Lewis-acid-catalysed reaction of oxygen with 1, 3-diphenylisobenzofuran, tetraphenylfuran and tetraphenylcyclopentadiene
US4228035A (en)	1980-10-14	Irradiated polymer supported metal catalyst